首页 > 最新文献

Journal of Flow Chemistry最新文献

英文 中文
Electrophilic cyclization of reticuline-type alkaloids in flow via o-quinol intermediates 网状型生物碱通过邻喹啉中间体的亲电环化
IF 2.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2023-01-12 DOI: 10.1007/s41981-022-00256-8
Bi Bali Judicaël Tra, Abollé Abollé, Killian Lucas, François-Xavier Felpin

Herein, we report the first continuous-flow biomimetic cyclization of reticuline derivatives to aporphine alkaloids via ortho-quinol intermediates. The two-step flow process involves an initial oxidative dearomatization of reticuline derivatives to using hypervalent iodine(III) reagents, followed by a TMSOTf-mediated electrophilic cyclization. The high sensitivity of ortho-quinol compounds is mitigated by the mild experimental conditions and fast reaction rates offered by flow reactors. A preliminary structure–reactivity relationship suggests that both steps of the process are favored with strongly electron-rich substrates, similar to what is observed in nature.

在这里,我们报道了第一个网状衍生物通过邻喹啉中间体连续流动的仿生环化到阿啡生物碱。两步流动过程包括网状衍生物的初始氧化去芳构化,使用高价碘(III)试剂,然后是tmsotf介导的亲电环化。流动反应器提供的温和的实验条件和快速的反应速率减轻了对邻喹啉类化合物的高灵敏度。初步的结构-反应性关系表明,该过程的两个步骤都有利于强富电子衬底,类似于在自然界中观察到的。
{"title":"Electrophilic cyclization of reticuline-type alkaloids in flow via o-quinol intermediates","authors":"Bi Bali Judicaël Tra,&nbsp;Abollé Abollé,&nbsp;Killian Lucas,&nbsp;François-Xavier Felpin","doi":"10.1007/s41981-022-00256-8","DOIUrl":"10.1007/s41981-022-00256-8","url":null,"abstract":"<p>Herein, we report the first continuous-flow biomimetic cyclization of reticuline derivatives to aporphine alkaloids via <i>ortho</i>-quinol intermediates. The two-step flow process involves an initial oxidative dearomatization of reticuline derivatives to using hypervalent iodine(III) reagents, followed by a TMSOTf-mediated electrophilic cyclization. The high sensitivity of <i>ortho</i>-quinol compounds is mitigated by the mild experimental conditions and fast reaction rates offered by flow reactors. A preliminary structure–reactivity relationship suggests that both steps of the process are favored with strongly electron-rich substrates, similar to what is observed in nature.</p>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 3","pages":"257 - 265"},"PeriodicalIF":2.7,"publicationDate":"2023-01-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4492752","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Selective monosubstitution on a trichlorosilane with highly reactive organolithium compounds in a microflow reactor 微流反应器中高活性有机锂化合物对三氯硅烷的选择性单取代
IF 2.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2022-12-27 DOI: 10.1007/s41981-022-00254-w
Moritz Achternbosch, Lukas Zibula, Annika Schmidt, Waldemar Krieger, Norbert Kockmann, Carsten Strohmann

Organolithium compounds have been used successfully in flow chemistry since the recent past. Most of the studies dealt with the use in halogen-lithium exchanges. So far, however, there has been a lack of use in substitution reactions. The use of flow microreactors makes the highly reactive organolithium compounds more controllable and thus creates new synthetic possibilities.

近年来,有机锂化合物已成功地应用于流动化学。大多数研究涉及卤素-锂交换的应用。然而,到目前为止,在取代反应中还缺乏使用。流动微反应器的使用使高活性有机锂化合物更加可控,从而创造了新的合成可能性。
{"title":"Selective monosubstitution on a trichlorosilane with highly reactive organolithium compounds in a microflow reactor","authors":"Moritz Achternbosch,&nbsp;Lukas Zibula,&nbsp;Annika Schmidt,&nbsp;Waldemar Krieger,&nbsp;Norbert Kockmann,&nbsp;Carsten Strohmann","doi":"10.1007/s41981-022-00254-w","DOIUrl":"10.1007/s41981-022-00254-w","url":null,"abstract":"<div><p>Organolithium compounds have been used successfully in flow chemistry since the recent past. Most of the studies dealt with the use in halogen-lithium exchanges. So far, however, there has been a lack of use in substitution reactions. The use of flow microreactors makes the highly reactive organolithium compounds more controllable and thus creates new synthetic possibilities.</p></div>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 1","pages":"9 - 12"},"PeriodicalIF":2.7,"publicationDate":"2022-12-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s41981-022-00254-w.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"5034487","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Reactor performance estimation in microscale flow calorimeter for rapid characterization of exothermic reactions 用于放热反应快速表征的微尺度流动量热计反应器性能评估
IF 2.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2022-12-12 DOI: 10.1007/s41981-022-00251-z
Timothy Aljoscha Frede, Nick Nikbin, Norbert Kockmann

Continuous flow calorimeters are a promising tool in process development and safety engineering, especially for flow chemistry applications to characterize the heat release and kinetic parameters of rapid chemical reactions. In this study, the digital accompaniment of an isoperibolic flow calorimeter for characterization of exothermic reactions is presented. To support experimental planning and evaluation, computational fluid dynamic simulations are carried out for single-phase flow in the microreactor. The residence time distribution is obtained and used for estimation of conversion and temperature profiles along the microreactor channel. This leads to an integration of CFD simulations into the calorimeter’s software-guided workflow reducing the experimental effort regarding the determination of thermokinetic data. The approach is tested for a highly exothermic test reaction, which provides further hints for future investigations.

连续流量热计在工艺开发和安全工程中是一种很有前途的工具,特别是在流动化学应用中,用于表征快速化学反应的热释放和动力学参数。在这项研究中,提出了用于表征放热反应的等循环流量量热计的数字伴奏。为了支持实验规划和评估,对微反应器内的单相流动进行了计算流体动力学模拟。得到了停留时间分布,并用于估计微反应器通道的转化和温度分布。这使得CFD模拟集成到量热计的软件指导工作流程中,减少了关于确定热力学数据的实验工作。该方法进行了高放热测试反应的测试,为未来的研究提供了进一步的线索。
{"title":"Reactor performance estimation in microscale flow calorimeter for rapid characterization of exothermic reactions","authors":"Timothy Aljoscha Frede,&nbsp;Nick Nikbin,&nbsp;Norbert Kockmann","doi":"10.1007/s41981-022-00251-z","DOIUrl":"10.1007/s41981-022-00251-z","url":null,"abstract":"<p>Continuous flow calorimeters are a promising tool in process development and safety engineering, especially for flow chemistry applications to characterize the heat release and kinetic parameters of rapid chemical reactions. In this study, the digital accompaniment of an isoperibolic flow calorimeter for characterization of exothermic reactions is presented. To support experimental planning and evaluation, computational fluid dynamic simulations are carried out for single-phase flow in the microreactor. The residence time distribution is obtained and used for estimation of conversion and temperature profiles along the microreactor channel. This leads to an integration of CFD simulations into the calorimeter’s software-guided workflow reducing the experimental effort regarding the determination of thermokinetic data. The approach is tested for a highly exothermic test reaction, which provides further hints for future investigations.</p>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 1","pages":"31 - 44"},"PeriodicalIF":2.7,"publicationDate":"2022-12-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s41981-022-00251-z.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4485662","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
TfOH-catalyzed three-component synthesis of Dithiocarbamates from α-Diazoesters under continuous flow conditions 连续流动条件下tfoh催化α-重氮酯合成三组分二硫代氨基甲酸酯
IF 2.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2022-12-12 DOI: 10.1007/s41981-022-00249-7
Rui Wang, Hangli He, Qiongjiao Yan, Wei Wang, Haifeng Wang, Fener Chen

The synthesis of dithiocarbamates derivatives is important for their practical utilization as pharmaceuticals and for other purposes. Herein, we demonstrated the TfOH-catalyzed synthesis of dithiocarbamates via three-component reaction of α-diazoesters in good yields under continuous flow conditions. The reaction exhibits a wide substrate scope of diazo compounds and high functional group tolerance. This study provides a safe and mild protocol to form dithiocarbamates that complements TfOH-catalyzed S-H insertion reaction of diazo compounds and continuous flow synthesis strategies.

二硫代氨基甲酸酯衍生物的合成对其作为药物和其他用途的实际应用具有重要意义。在连续流动条件下,通过α-重氮酯的三组分反应,证明了tfoh催化合成二硫代氨基甲酸酯的良好产率。该反应具有广泛的重氮化合物底物范围和高官能团耐受性。本研究提供了一种安全、温和的合成二硫代氨基甲酸酯的方案,补充了tfoh催化的重氮化合物S-H插入反应和连续流合成策略。
{"title":"TfOH-catalyzed three-component synthesis of Dithiocarbamates from α-Diazoesters under continuous flow conditions","authors":"Rui Wang,&nbsp;Hangli He,&nbsp;Qiongjiao Yan,&nbsp;Wei Wang,&nbsp;Haifeng Wang,&nbsp;Fener Chen","doi":"10.1007/s41981-022-00249-7","DOIUrl":"10.1007/s41981-022-00249-7","url":null,"abstract":"<div><p>The synthesis of dithiocarbamates derivatives is important for their practical utilization as pharmaceuticals and for other purposes. Herein, we demonstrated the TfOH-catalyzed synthesis of dithiocarbamates via three-component reaction of <i>α</i>-diazoesters in good yields under continuous flow conditions. The reaction exhibits a wide substrate scope of diazo compounds and high functional group tolerance. This study provides a safe and mild protocol to form dithiocarbamates that complements TfOH-catalyzed S-H insertion reaction of diazo compounds and continuous flow synthesis strategies.</p></div>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 1","pages":"1 - 8"},"PeriodicalIF":2.7,"publicationDate":"2022-12-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4489614","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Minireview: recent efforts toward upgrading lignin-derived phenols in continuous flow 综述:木质素衍生酚类化合物在连续工艺中的最新进展
IF 2.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2022-12-05 DOI: 10.1007/s41981-022-00248-8
Erin E. Brown

Phenols are vital building blocks for manufactured goods, agrochemicals, and medicine. As the demand to circumvent fossil fuels intensifies, so does the need to establish alternate sources of chemical feedstock, with many researchers looking to biomass. Lignin, a complex biopolymer found in plants, represents a relatively untapped renewable source of phenolic compounds. Examples of aromatic compounds derived from lignin include phenol, guaiacol (2-methoxyphenol), and catechol (2-hydroxyphenol). The development of new technologies and chemistry to upgrade or modify these compounds is crucial to realizing the potential of biomass as chemical feedstock. Over the last two decades, continuous flow technology has become an established tool for chemists to expand the capabilities of reaction control and to provide a means to probe novel reactions that might otherwise be difficult to study or accomplish via conventional means. Flow also imparts many advantages, such as superior mixing capabilities for gas/liquid reactions, increased efficiency for photochemical transformations, and improved scalability. This mini review will highlight research efforts reported in the last half-decade (since 2016) toward upgrading lignin-derived phenolic substrates using continuous flow technology. Recent developments focus on reactions requiring oxygenation, oxidation, hydrogenation, and deoxygenation to name a few.

Graphical abstract

酚类物质是制成品、农用化学品和药品的重要组成部分。随着绕开化石燃料的需求日益增加,建立化学原料替代来源的需求也在增加,许多研究人员将目光投向了生物质。木质素是一种复杂的生物聚合物,存在于植物中,是一种相对未开发的可再生酚类化合物。木质素衍生的芳香族化合物包括苯酚、愈创木酚(2-甲氧基酚)和儿茶酚(2-羟基酚)。开发新技术和新化学来升级或修饰这些化合物对于实现生物质作为化学原料的潜力至关重要。在过去的二十年里,连续流技术已经成为化学家扩展反应控制能力的一种成熟工具,并提供了一种方法来探测传统方法难以研究或完成的新反应。流动也带来了许多优势,例如气体/液体反应的卓越混合能力,光化学转化效率的提高以及可扩展性的提高。这篇小型综述将重点介绍过去五年(自2016年以来)使用连续流技术升级木质素衍生的酚醛底物的研究成果。最近的发展集中在需要氧化、氧化、氢化和脱氧的反应上,仅举几例。图形抽象
{"title":"Minireview: recent efforts toward upgrading lignin-derived phenols in continuous flow","authors":"Erin E. Brown","doi":"10.1007/s41981-022-00248-8","DOIUrl":"10.1007/s41981-022-00248-8","url":null,"abstract":"<div><p>Phenols are vital building blocks for manufactured goods, agrochemicals, and medicine. As the demand to circumvent fossil fuels intensifies, so does the need to establish alternate sources of chemical feedstock, with many researchers looking to biomass. Lignin, a complex biopolymer found in plants, represents a relatively untapped renewable source of phenolic compounds. Examples of aromatic compounds derived from lignin include phenol, guaiacol (2-methoxyphenol), and catechol (2-hydroxyphenol). The development of new technologies and chemistry to upgrade or modify these compounds is crucial to realizing the potential of biomass as chemical feedstock. Over the last two decades, continuous flow technology has become an established tool for chemists to expand the capabilities of reaction control and to provide a means to probe novel reactions that might otherwise be difficult to study or accomplish via conventional means. Flow also imparts many advantages, such as superior mixing capabilities for gas/liquid reactions, increased efficiency for photochemical transformations, and improved scalability. This mini review will highlight research efforts reported in the last half-decade (since 2016) toward <i>upgrading lignin-derived phenolic substrates using continuous flow technology</i>. Recent developments focus on reactions requiring oxygenation, oxidation, hydrogenation, and deoxygenation to name a few.</p><h3>Graphical abstract</h3>\u0000 <figure><div><div><div><picture><source><img></source></picture></div></div></div></figure>\u0000 </div>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 2","pages":"91 - 102"},"PeriodicalIF":2.7,"publicationDate":"2022-12-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4204213","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Mediated formic acid flow fuel cell (MFAFFC) based on biomimetic electrolytes 仿生电解质介导甲酸流动燃料电池(MFAFFC)
IF 2.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2022-12-02 DOI: 10.1007/s41981-022-00245-x
Katerina Bretosh, Mathieu Beaucamp, Florine Toulotte, Jinyi Yuan, Philippe Hapiot, Maël Penhoat

Water soluble biomimetic models of Riboflavin (B2 vitamin) and Folic acid (B8 vitamin) demonstrated to be good oxidant of formic acid at various pH. Their usage as anolyte mediators in a flow fuel cell to convert formic acid (or formate) into electricity is validated with measured power densities up to 16 mW.cm− 2. These preliminary optimum conditions demonstrated a volumetric energy density of 0.68 Wh.L− 1 when operating at 5 mA.cm− 2 and neutral pH. These new conditions inspired from redox flow batteries processes permit to remove noble metals at both sides of the formate flow fuel cell.

Graphical abstract

核黄素(B2维生素)和叶酸(B8维生素)的水溶性仿生模型被证明在不同ph值下是甲酸的良好氧化剂。它们在流动燃料电池中用作阳极电解质介质,将甲酸(或甲酸)转化为电能,测量功率密度高达16 mW.cm - 2。这些初步的最佳条件表明,体积能量密度为0.68 Wh。工作在5ma时,L−1。这些受氧化还原液流电池工艺启发的新条件允许在甲酸流燃料电池的两侧去除贵金属。图形抽象
{"title":"Mediated formic acid flow fuel cell (MFAFFC) based on biomimetic electrolytes","authors":"Katerina Bretosh,&nbsp;Mathieu Beaucamp,&nbsp;Florine Toulotte,&nbsp;Jinyi Yuan,&nbsp;Philippe Hapiot,&nbsp;Maël Penhoat","doi":"10.1007/s41981-022-00245-x","DOIUrl":"10.1007/s41981-022-00245-x","url":null,"abstract":"<div><p>Water soluble biomimetic models of Riboflavin (B2 vitamin) and Folic acid (B8 vitamin) demonstrated to be good oxidant of formic acid at various pH. Their usage as anolyte mediators in a flow fuel cell to convert formic acid (or formate) into electricity is validated with measured power densities up to 16 mW.cm<sup>− 2</sup>. These preliminary optimum conditions demonstrated a volumetric energy density of 0.68 Wh.L<sup>− 1</sup> when operating at 5 mA.cm<sup>− 2</sup> and neutral pH. These new conditions inspired from redox flow batteries processes permit to remove noble metals at both sides of the formate flow fuel cell.</p><h3>Graphical abstract</h3>\u0000 <figure><div><div><div><picture><source><img></source></picture></div></div></div></figure>\u0000 </div>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 2","pages":"133 - 142"},"PeriodicalIF":2.7,"publicationDate":"2022-12-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4073362","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Continuous flow synthesis of HMF from glucose using gadolinium (III) trifluoromethanesulfonate in Brønsted acidic ionic liquid as a catalytic system Brønsted酸性离子液体中三氟甲烷磺酸钆催化葡萄糖连续流合成HMF的研究
IF 2.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2022-11-29 DOI: 10.1007/s41981-022-00250-0
Ha Bich Phan, Trinh Hao Nguyen, Diep Dinh Le, Nhi Hoang Nguyen, Tan Van Nguyen, Phuong Hoang Tran

The direct conversion of glucose to 5-(hydroxymethyl)furfural (HMF) has been considered a challenging process. In this study, we developed a new method using gadolinium(III) trifluoromethanesulfonate (Gd(OTf)3) in combination with Brønsted acidic ionic liquids as a catalytic system to search possibly more environmentally benign process. The reaction was carried out under a continuous-flow system. The one-step isomerization/dehydration of glucose to give the highest HMF with Gd(OTf)3 together with DBU-based Brønsted acidic ionic liquid in a low-cost home-built continuous system. The plausible mechanism was proposed with the Lewis acidic sites of Gd(OTf)3 for the isomerization step and DBU-based Brønsted acidic ionic liquid sites for the dehydration step. The recycling of catalytic system Gd(OTf)3/DBU-based Brønsted acidic ionic liquid in DMSO was examined. Our findings provided a safe and environmental process for the continuous conversion of glucose into HMF. The use of continuous flow for HMF synthesis ensures that the current method can be applied to the large-scale process.

葡萄糖直接转化为5-羟甲基糠醛(HMF)一直被认为是一个具有挑战性的过程。在本研究中,我们开发了一种使用钆(III)三氟甲烷磺酸盐(Gd(OTf)3)与Brønsted酸性离子液体结合作为催化体系的新方法,以寻找可能更环保的工艺。反应是在连续流系统下进行的。在自制的低成本连续体系中,葡萄糖与Gd(OTf)3和dbu基Brønsted酸性离子液体一步异构/脱水得到最高HMF。提出了Gd(OTf)3的Lewis酸性位点和dbu基Brønsted酸性离子液体的脱水机理。研究了催化体系Gd(OTf)3/ dbu基Brønsted酸性离子液体在DMSO中的循环利用。我们的发现为葡萄糖连续转化为HMF提供了一个安全、环保的过程。连续流合成HMF保证了当前方法可以应用于大规模工艺。
{"title":"Continuous flow synthesis of HMF from glucose using gadolinium (III) trifluoromethanesulfonate in Brønsted acidic ionic liquid as a catalytic system","authors":"Ha Bich Phan,&nbsp;Trinh Hao Nguyen,&nbsp;Diep Dinh Le,&nbsp;Nhi Hoang Nguyen,&nbsp;Tan Van Nguyen,&nbsp;Phuong Hoang Tran","doi":"10.1007/s41981-022-00250-0","DOIUrl":"10.1007/s41981-022-00250-0","url":null,"abstract":"<div><p>The direct conversion of glucose to 5-(hydroxymethyl)furfural (HMF) has been considered a challenging process. In this study, we developed a new method using gadolinium(III) trifluoromethanesulfonate (Gd(OTf)<sub>3</sub>) in combination with Brønsted acidic ionic liquids as a catalytic system to search possibly more environmentally benign process. The reaction was carried out under a continuous-flow system. The one-step isomerization/dehydration of glucose to give the highest HMF with Gd(OTf)<sub>3</sub> together with DBU-based Brønsted acidic ionic liquid in a low-cost home-built continuous system. The plausible mechanism was proposed with the Lewis acidic sites of Gd(OTf)<sub>3</sub> for the isomerization step and DBU-based Brønsted acidic ionic liquid sites for the dehydration step. The recycling of catalytic system Gd(OTf)<sub>3</sub>/DBU-based Brønsted acidic ionic liquid in DMSO was examined. Our findings provided a safe and environmental process for the continuous conversion of glucose into HMF. The use of continuous flow for HMF synthesis ensures that the current method can be applied to the large-scale process.</p></div>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 2","pages":"121 - 132"},"PeriodicalIF":2.7,"publicationDate":"2022-11-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"5133123","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 2
A perspective on automated advanced continuous flow manufacturing units for the upgrading of biobased chemicals toward pharmaceuticals 生物基化学品向药品升级的自动化先进连续流生产装置的展望
IF 2.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2022-11-29 DOI: 10.1007/s41981-022-00247-9
Geoffroy Kaisin, Loïc Bovy, Yoann Joyard, Nicolas Maindron, Vincent Tadino, Jean-Christophe M. Monbaliu

Biomass is a renewable, almost infinite reservoir of a large diversity of highly functionalized chemicals. The conversion of biomass toward biobased platform molecules through biorefineries generally still lacks economic viability. Profitability could be enhanced through the development of new market opportunities for these biobased platform chemicals. The fine chemical industry, and more specifically the manufacturing of pharmaceuticals is one of the sectors bearing significant potential for these biobased building blocks to rapidly emerge and make a difference. There are, however, still many challenges to be dealt with before this market can thrive. Continuous flow technology and its integration for the upgrading of biobased platform molecules for the manufacturing of pharmaceuticals is foreseen as a game-changer. This perspective reflects on the main challenges relative to chemical, process, regulatory and supply chain-related burdens still to be addressed. The implementation of integrated continuous flow processes and their automation into modular units will help for tackling with these challenges.

Graphical abstract

生物质是一种可再生的、几乎无限的高功能化化学物质的储存库。通过生物精炼厂将生物质转化为生物基平台分子通常仍然缺乏经济可行性。通过为这些生物基平台化学品开发新的市场机会,可以提高盈利能力。精细化工行业,更具体地说,药品制造是这些生物基构建模块迅速出现并发挥作用的巨大潜力的行业之一。然而,在这个市场蓬勃发展之前,仍有许多挑战需要解决。连续流技术及其集成升级的生物基平台分子用于制药被预见为游戏规则的改变者。这一观点反映了与化学、工艺、监管和供应链相关的负担有关的主要挑战仍有待解决。实现集成的连续流程及其自动化到模块化单元将有助于应对这些挑战。图形抽象
{"title":"A perspective on automated advanced continuous flow manufacturing units for the upgrading of biobased chemicals toward pharmaceuticals","authors":"Geoffroy Kaisin,&nbsp;Loïc Bovy,&nbsp;Yoann Joyard,&nbsp;Nicolas Maindron,&nbsp;Vincent Tadino,&nbsp;Jean-Christophe M. Monbaliu","doi":"10.1007/s41981-022-00247-9","DOIUrl":"10.1007/s41981-022-00247-9","url":null,"abstract":"<div><p>Biomass is a renewable, almost infinite reservoir of a large diversity of highly functionalized chemicals. The conversion of biomass toward biobased platform molecules through biorefineries generally still lacks economic viability. Profitability could be enhanced through the development of new market opportunities for these biobased platform chemicals. The fine chemical industry, and more specifically the manufacturing of pharmaceuticals is one of the sectors bearing significant potential for these biobased building blocks to rapidly emerge and make a difference. There are, however, still many challenges to be dealt with before this market can thrive. Continuous flow technology and its integration for the upgrading of biobased platform molecules for the manufacturing of pharmaceuticals is foreseen as a game-changer. This perspective reflects on the main challenges relative to chemical, process, regulatory and supply chain-related burdens still to be addressed. The implementation of integrated continuous flow processes and their automation into modular units will help for tackling with these challenges.</p><h3>Graphical abstract</h3>\u0000 <figure><div><div><div><picture><source><img></source></picture></div></div></div></figure>\u0000 </div>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 2","pages":"77 - 90"},"PeriodicalIF":2.7,"publicationDate":"2022-11-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s41981-022-00247-9.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"5133518","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Chemoselective borylation of bromoiodoarene in continuous flow: synthesis of bromoarylboronic acids 连续流动中溴碘芳烃的化学选择性硼化反应:溴芳基硼酸的合成
IF 2.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2022-11-23 DOI: 10.1007/s41981-022-00246-w
Guillaume Reynard, Eric Wimmer, Jérémi Richelet, Jean-Marie Fourquez, Hélène Lebel

The chemoselective borylation of bromoiodoarenes under continuous flow conditions is described. Bromoarylboronic acids were synthesized in high yields using iPrMgCl•LiCl as the halogen-metal exchange reagent, with 5.7–86 s residence time at room temperature. The process is compatible with a variety of functional groups, including carbanion-reactive moieties, enabling post-product functionalization. A gram-scale reaction, including a continuous-flow work-up, afforded the desired product in a highly efficient manner. Successful telescoping with a Suzuki coupling has also been performed, converting 1-bromo-3-iodobenzene to 3-bromo-1,1′-biphenyl on a gram-scale in a good yield.

介绍了连续流动条件下溴碘芳烃的化学选择性硼化反应。以iPrMgCl•LiCl为卤素-金属交换试剂,高产率合成了溴基硼酸,室温停留时间为5.7 ~ 86 s。该工艺与多种官能团兼容,包括碳反应性基团,使产品后功能化。一个克级的反应,包括连续流动的处理,以高效率的方式提供所需的产品。通过铃木偶联,成功地将1-溴-3-碘苯以克为单位转化为3-溴-1,1 ' -联苯,收率很高。
{"title":"Chemoselective borylation of bromoiodoarene in continuous flow: synthesis of bromoarylboronic acids","authors":"Guillaume Reynard,&nbsp;Eric Wimmer,&nbsp;Jérémi Richelet,&nbsp;Jean-Marie Fourquez,&nbsp;Hélène Lebel","doi":"10.1007/s41981-022-00246-w","DOIUrl":"10.1007/s41981-022-00246-w","url":null,"abstract":"<p>The chemoselective borylation of bromoiodoarenes under continuous flow conditions is described. Bromoarylboronic acids were synthesized in high yields using <i>i</i>PrMgCl•LiCl as the halogen-metal exchange reagent, with 5.7–86 s residence time at room temperature. The process is compatible with a variety of functional groups, including carbanion-reactive moieties, enabling post-product functionalization. A gram-scale reaction, including a continuous-flow work-up, afforded the desired product in a highly efficient manner. Successful telescoping with a Suzuki coupling has also been performed, converting 1-bromo-3-iodobenzene to 3-bromo-1,1′-biphenyl on a gram-scale in a good yield.</p>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 1","pages":"21 - 29"},"PeriodicalIF":2.7,"publicationDate":"2022-11-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s41981-022-00246-w.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4905811","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Facile microfluidic device for droplets emulsion from small samples 简易微流体装置,用于小样品的液滴乳化
IF 2.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2022-11-16 DOI: 10.1007/s41981-022-00229-x
Dongliang He, Zerui Wu, Yao Lin, Guoyuan Li, Zhanhao Zhang, Yuheng Qiu, Yanan Ma, Chengqi Jia, Shan Wei, Guangzhu Shang, Xingyue Lei, Peng Hu, Liqun He

We presented a microfluidic device for the preparation of monodisperse microdroplets with a small volume of samples or reagents, which is power-free, user-friendly and based only on a highly portable syringe. Our method requires only hand-operated syringes and sharpened capillaries without any complicated experimental setups, making the entire system portable and user-friendly for non-technical users. Vacuum is generated by pulling the plunger of the syringe on site, and fluid is generated by vacuum. The droplet size can be flexibly controlled by adjusting the size of micropores and capillary or vacuum degree. More potentially, microliter samples or reagents can also be prepared from it into emulsions. Unlike traditional methods, our device is self-activated, avoiding the need for external power supply while ensuring fewer samples or reagents consumption, simplifying operations and saving costs, facilitating immediate diagnostic testing or field trace substance detection.

我们提出了一种微流体装置,用于用小体积的样品或试剂制备单分散微滴,该装置无需电源,用户友好且仅基于高度便携式注射器。我们的方法只需要手动注射器和锐化的毛细血管,不需要任何复杂的实验设置,使得整个系统便于携带,对非技术用户也很友好。在现场拉动注射器的柱塞产生真空,通过真空产生流体。通过调节微孔的大小和毛细管的真空度,可以灵活地控制液滴的大小。更有可能的是,微升的样品或试剂也可以从它制备成乳液。与传统方法不同,我们的设备是自激活的,避免了外部电源的需要,同时确保更少的样品或试剂消耗,简化操作和节省成本,便于即时诊断测试或现场痕量物质检测。
{"title":"Facile microfluidic device for droplets emulsion from small samples","authors":"Dongliang He,&nbsp;Zerui Wu,&nbsp;Yao Lin,&nbsp;Guoyuan Li,&nbsp;Zhanhao Zhang,&nbsp;Yuheng Qiu,&nbsp;Yanan Ma,&nbsp;Chengqi Jia,&nbsp;Shan Wei,&nbsp;Guangzhu Shang,&nbsp;Xingyue Lei,&nbsp;Peng Hu,&nbsp;Liqun He","doi":"10.1007/s41981-022-00229-x","DOIUrl":"10.1007/s41981-022-00229-x","url":null,"abstract":"<div><p>We presented a microfluidic device for the preparation of monodisperse microdroplets with a small volume of samples or reagents, which is power-free, user-friendly and based only on a highly portable syringe. Our method requires only hand-operated syringes and sharpened capillaries without any complicated experimental setups, making the entire system portable and user-friendly for non-technical users. Vacuum is generated by pulling the plunger of the syringe on site, and fluid is generated by vacuum. The droplet size can be flexibly controlled by adjusting the size of micropores and capillary or vacuum degree. More potentially, microliter samples or reagents can also be prepared from it into emulsions. Unlike traditional methods, our device is self-activated, avoiding the need for external power supply while ensuring fewer samples or reagents consumption, simplifying operations and saving costs, facilitating immediate diagnostic testing or field trace substance detection.</p></div>","PeriodicalId":630,"journal":{"name":"Journal of Flow Chemistry","volume":"13 1","pages":"53 - 62"},"PeriodicalIF":2.7,"publicationDate":"2022-11-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s41981-022-00229-x.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4658772","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
期刊
Journal of Flow Chemistry
全部 Acc. Chem. Res. ACS Applied Bio Materials ACS Appl. Electron. Mater. ACS Appl. Energy Mater. ACS Appl. Mater. Interfaces ACS Appl. Nano Mater. ACS Appl. Polym. Mater. ACS BIOMATER-SCI ENG ACS Catal. ACS Cent. Sci. ACS Chem. Biol. ACS Chemical Health & Safety ACS Chem. Neurosci. ACS Comb. Sci. ACS Earth Space Chem. ACS Energy Lett. ACS Infect. Dis. ACS Macro Lett. ACS Mater. Lett. ACS Med. Chem. Lett. ACS Nano ACS Omega ACS Photonics ACS Sens. ACS Sustainable Chem. Eng. ACS Synth. Biol. Anal. Chem. BIOCHEMISTRY-US Bioconjugate Chem. BIOMACROMOLECULES Chem. Res. Toxicol. Chem. Rev. Chem. Mater. CRYST GROWTH DES ENERG FUEL Environ. Sci. Technol. Environ. Sci. Technol. Lett. Eur. J. Inorg. Chem. IND ENG CHEM RES Inorg. Chem. J. Agric. Food. Chem. J. Chem. Eng. Data J. Chem. Educ. J. Chem. Inf. Model. J. Chem. Theory Comput. J. Med. Chem. J. Nat. Prod. J PROTEOME RES J. Am. Chem. Soc. LANGMUIR MACROMOLECULES Mol. Pharmaceutics Nano Lett. Org. Lett. ORG PROCESS RES DEV ORGANOMETALLICS J. Org. Chem. J. Phys. Chem. J. Phys. Chem. A J. Phys. Chem. B J. Phys. Chem. C J. Phys. Chem. Lett. Analyst Anal. Methods Biomater. Sci. Catal. Sci. Technol. Chem. Commun. Chem. Soc. Rev. CHEM EDUC RES PRACT CRYSTENGCOMM Dalton Trans. Energy Environ. Sci. ENVIRON SCI-NANO ENVIRON SCI-PROC IMP ENVIRON SCI-WAT RES Faraday Discuss. Food Funct. Green Chem. Inorg. Chem. Front. Integr. Biol. J. Anal. At. Spectrom. J. Mater. Chem. A J. Mater. Chem. B J. Mater. Chem. C Lab Chip Mater. Chem. Front. Mater. Horiz. MEDCHEMCOMM Metallomics Mol. Biosyst. Mol. Syst. Des. Eng. Nanoscale Nanoscale Horiz. Nat. Prod. Rep. New J. Chem. Org. Biomol. Chem. Org. Chem. Front. PHOTOCH PHOTOBIO SCI PCCP Polym. Chem.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1