Synthetic Communications最新文献

英文中文

Synthesis and antioxidant activity of 14-Aryl-14H-dibenzo[a,j] xanthene’s and bis(3-hydroxy-5,5′-dimethyl-2-cyclohexene-1-ones) derivatives using silica-tungstosulfonic acid catalyst 使用二氧化硅-钨磺酸催化剂合成 14-芳基-14H-二苯并[a,j]氧杂蒽和双(3-羟基-5,5′-二甲基-2-环己烯-1-酮)衍生物并提高其抗氧化活性

IF 1.8 3区化学 Q3 CHEMISTRY, ORGANIC

Synthetic Communications

Pub Date : 2024-11-21 DOI: 10.1080/00397911.2024.2424487

Reddi Mohan Naidu Kalla , Swetha Kumari Koduru , Sivarama Krishna Lakkboyana , Jaewoong Lee

The synthesis of biologically active benzoxanthene, and bis(3-hydroxy-5,5’-dimethyl-2-cyclohexene-1-ones) derivatives has been conducted under an environmentally benign method by using an efficient catalyst, silica-tungstosulphonic acid. The benefits of this catalyst include being safe for the environment, low-cost, and simple to construct. It produces good yields and high purity in a short time and facilitates easy cleansing, products are obtained by straightforward recrystallization without the need for column chromatography. The reagent retained its catalytic activity for at least five consecutive cycles of reuse. The catalyst is described by IR, XRD, and SEM-EDX, which clearly shows that sulfonation happens in silica tungstic acid. In addition, the targeted derivatives were studied for anti-oxidant properties such as DPPH, reducing power assay, and H₂O₂ scavenging activity. The synthesized products such as 3e, 5k, 5 m, 5o, and 5p showed good anti-oxidant properties. Among all of these compounds, 5p showed good activity due to the nitro substitution on the benzene ring.

通过使用高效催化剂硅-钨-磺酸，以对环境无害的方法合成了具有生物活性的苯并氧杂蒽和双(3-羟基-5,5'-二甲基-2-环己烯-1-酮)衍生物。这种催化剂的优点包括对环境安全、成本低、构造简单。它能在短时间内获得高产率和高纯度，而且易于清洗，无需柱层析，直接重结晶即可获得产品。该试剂在连续重复使用至少五个周期后仍能保持其催化活性。红外光谱、XRD 和 SEM-EDX 对催化剂进行了描述，清楚地表明磺化反应是在硅钨酸中进行的。此外，还研究了目标衍生物的抗氧化特性，如 DPPH、还原力测定和 H2O2 清除活性。合成的产品如 3e、5k、5m、5o 和 5p 都表现出良好的抗氧化性。在所有这些化合物中，5p 由于苯环上的硝基取代而显示出良好的活性。

{"title":"Synthesis and antioxidant activity of 14-Aryl-14H-dibenzo[a,j] xanthene’s and bis(3-hydroxy-5,5′-dimethyl-2-cyclohexene-1-ones) derivatives using silica-tungstosulfonic acid catalyst","authors":"Reddi Mohan Naidu Kalla , Swetha Kumari Koduru , Sivarama Krishna Lakkboyana , Jaewoong Lee","doi":"10.1080/00397911.2024.2424487","DOIUrl":"10.1080/00397911.2024.2424487","url":null,"abstract":"<div><div>The synthesis of biologically active benzoxanthene, and bis(3-hydroxy-5,5’-dimethyl-2-cyclohexene-1-ones) derivatives has been conducted under an environmentally benign method by using an efficient catalyst, silica-tungstosulphonic acid. The benefits of this catalyst include being safe for the environment, low-cost, and simple to construct. It produces good yields and high purity in a short time and facilitates easy cleansing, products are obtained by straightforward recrystallization without the need for column chromatography. The reagent retained its catalytic activity for at least five consecutive cycles of reuse. The catalyst is described by IR, XRD, and SEM-EDX, which clearly shows that sulfonation happens in silica tungstic acid. In addition, the targeted derivatives were studied for anti-oxidant properties such as DPPH, reducing power assay, and H<sub>2</sub>O<sub>2</sub> scavenging activity. The synthesized products such as <strong>3e, 5k, 5 m, 5o,</strong> and <strong>5p</strong> showed good anti-oxidant properties. Among all of these compounds, <strong>5p</strong> showed good activity due to the nitro substitution on the benzene ring.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"54 24","pages":"Pages 2143-2158"},"PeriodicalIF":1.8,"publicationDate":"2024-11-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142706906","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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

Novel and efficient process for the synthesis of 1,3,4-oxadiazole containing MBX-4132 as antimicrobial agent in Neisseria gonorrhoeae 合成含 MBX-4132 的 1,3,4-oxadiazole 的新型高效工艺，作为淋病奈瑟菌的抗菌剂

IF 1.8 3区化学 Q3 CHEMISTRY, ORGANIC

Synthetic Communications

Pub Date : 2024-11-11 DOI: 10.1080/00397911.2024.2424995

Prachi Ramteke , M.S. Gill

A novel and efficient approach to the synthesis of MBX-4132 has been reported. Having 1,3,4-oxadiazole-containing compound that inhibits trans translation process by binding to the bacterial ribosome and act as an antimicrobial agent. It involved the reaction of 5-(4-fluorophenyl)-1,3,4-oxadiazol-2-amine, with diphenyl carbonate to yield the corresponding carbamates, which in situ reacted with 1,2,3,4-tetrahydroisoquinoline to produce MBX-4132 with a comparatively higher yield (65%). The above process involves mild reaction conditions and uses nontoxic, non-hazardous, and cheaper reagents such as diphenyl carbonate as a carbonyl source thereby making the process economical and environment friendly.

据报道，一种新颖高效的方法合成了 MBX-4132。这种含有 1,3,4-恶二唑的化合物通过与细菌核糖体结合来抑制反式翻译过程，并可作为一种抗菌剂。它涉及 5-(4-氟苯基)-1,3,4-恶二唑-2-胺与碳酸二苯酯的反应，生成相应的氨基甲酸酯，氨基甲酸酯与 1,2,3,4-四氢异喹啉原位反应生成 MBX-4132，产率相对较高（65%）。上述工艺的反应条件温和，使用碳酸二苯酯等无毒、无害、成本较低的试剂作为羰基源，因此既经济又环保。

引用次数: 0

Novel Schiff bases of quinolin-4(1h)-one: Synthesis, antiproliferative evaluation, apoptosis, cell cycle, autophagy and molecular docking studies in human colon cancer cells 喹啉-4(1h)-酮的新型希夫碱：在人类结肠癌细胞中进行合成、抗增殖评估、细胞凋亡、细胞周期、自噬和分子对接研究

IF 1.8 3区化学 Q3 CHEMISTRY, ORGANIC

Synthetic Communications

Pub Date : 2024-11-06 DOI: 10.1080/00397911.2024.2424486

Tarik E. Ali , Mohammed A. Assiri , Mohamed Hussien , Ali A. Shati , Mohammad Y. Alfaifi , Serag E. I. Elbehairi

A green and efficient ultrasound-mediated protocol was developed for the synthesis of a series of novel Schiff bases derived from quinoline-4-one. The synthetic strategy involved the condensation of 4-oxo-1,4-dihydro-quinoline-3-carboxaldehyde with diverse anilines and heteroaryl amines. The synthesized compounds were characterized using spectroscopic techniques. A comprehensive in vitro cytotoxicity evaluation against HCT116 and HT-29 human colon cancer cell lines revealed that several compounds exhibited potent anticancer activity. Notably, compounds 3c and 3e demonstrated superior cytotoxicity compared to the clinical standard doxorubicin. Mechanistic studies indicated that these lead compounds induced apoptosis, necrosis, and cell cycle arrest at G1 and G2 phases. Furthermore, autophagy induction was observed. In silico ADMET predictions support the potential of compounds 3c and 3e as promising anticancer drug candidates. The molecular docking studies revealed that the Schiff bases 3c and 3e displayed good interaction with VEGFR-2 receptor. These findings underscore the quinoline-4-one scaffold as a valuable template for the development of novel antitumor agents.

本研究开发了一种绿色高效的超声介导方案，用于合成一系列源自喹啉-4-酮的新型希夫碱。合成策略涉及 4-氧代-1,4-二氢喹啉-3-甲醛与多种苯胺和杂芳基胺的缩合。利用光谱技术对合成的化合物进行了表征。通过对 HCT116 和 HT-29 人类结肠癌细胞系进行全面的体外细胞毒性评估，发现几种化合物具有很强的抗癌活性。值得注意的是，与临床标准药物多柔比星相比，化合物 3c 和 3e 表现出更强的细胞毒性。机理研究表明，这些先导化合物可诱导细胞凋亡、坏死以及细胞周期停滞在 G1 和 G2 期。此外，还观察到自噬诱导。硅学 ADMET 预测支持化合物 3c 和 3e 成为有潜力的抗癌候选药物。分子对接研究显示，希夫碱 3c 和 3e 与血管内皮生长因子受体-2 受体有良好的相互作用。这些发现强调了喹啉-4-酮支架是开发新型抗肿瘤药物的宝贵模板。

{"title":"Novel Schiff bases of quinolin-4(1h)-one: Synthesis, antiproliferative evaluation, apoptosis, cell cycle, autophagy and molecular docking studies in human colon cancer cells","authors":"Tarik E. Ali , Mohammed A. Assiri , Mohamed Hussien , Ali A. Shati , Mohammad Y. Alfaifi , Serag E. I. Elbehairi","doi":"10.1080/00397911.2024.2424486","DOIUrl":"10.1080/00397911.2024.2424486","url":null,"abstract":"<div><div>A green and efficient ultrasound-mediated protocol was developed for the synthesis of a series of novel Schiff bases derived from quinoline-4-one. The synthetic strategy involved the condensation of 4-oxo-1,4-dihydro-quinoline-3-carboxaldehyde with diverse anilines and heteroaryl amines. The synthesized compounds were characterized using spectroscopic techniques. A comprehensive in <em>vitro</em> cytotoxicity evaluation against HCT116 and HT-29 human colon cancer cell lines revealed that several compounds exhibited potent anticancer activity. Notably, compounds <strong>3c</strong> and <strong>3e</strong> demonstrated superior cytotoxicity compared to the clinical standard doxorubicin. Mechanistic studies indicated that these lead compounds induced apoptosis, necrosis, and cell cycle arrest at G1 and G2 phases. Furthermore, autophagy induction was observed. <em>In silico</em> ADMET predictions support the potential of compounds <strong>3c</strong> and <strong>3e</strong> as promising anticancer drug candidates. The molecular docking studies revealed that the Schiff bases <strong>3c</strong> and <strong>3e</strong> displayed good interaction with VEGFR-2 receptor. These findings underscore the quinoline-4-one scaffold as a valuable template for the development of novel antitumor agents.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"54 24","pages":"Pages 2130-2142"},"PeriodicalIF":1.8,"publicationDate":"2024-11-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142707128","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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

Development of an improved and facile synthesis route of the FGFR inhibitor erdafitinib 开发表皮生长因子受体抑制剂厄达非替尼的改进型简易合成路线

IF 1.8 3区化学 Q3 CHEMISTRY, ORGANIC

Synthetic Communications

Pub Date : 2024-11-05 DOI: 10.1080/00397911.2024.2423897

Shuang Wang , Nanxin Peng , Liping Yin , Wei Wang , Yue Wu , Di Zhang , Zongjie Gan

A facile and practical synthetic route for erdafitinib has been developed. In this route, the key intermediate N¹-(3,5-dimethoxyphenyl)-N²-isopropylethane-1,2-diamine (12) was prepared from readily available staring materials, 3,5-dimethoxyaniline (5) and 2-bromoethylamine hydrobromide (16), through a novel two-step process with an overall yield of 70%. Erdafitinib was subsequently synthesized from compound 12 and 7-bromo-2-(1-methyl-1H-pyrazol-4-yl)quinoxaline (4) in 80% yield and 99% purity. This alternative procedure offers an economical and efficient route to produce erdafitinib.

我们开发出了一种简便实用的厄达菲替尼合成路线。在这一路线中，关键中间体 N1-(3,5-二甲氧基苯基)-N2-异丙基乙烷-1,2-二胺（12）是通过一种新颖的两步法，从现成的凝视材料--3,5-二甲氧基苯胺（5）和 2-溴乙胺氢溴酸盐（16）制备的，总产率为 70%。随后，由化合物 12 和 7-溴-2-(1-甲基-1H-吡唑-4-基)喹喔啉（4）合成了 Erdafitinib，收率为 80%，纯度为 99%。这种替代方法为生产厄达非替尼提供了一条经济、高效的途径。

引用次数: 0

An efficient and practical synthesis of ferroptosis inducer erastin 一种高效实用的铁色素沉着诱导剂麦拉宁合成方法

IF 1.8 3区化学 Q3 CHEMISTRY, ORGANIC

Synthetic Communications

Pub Date : 2024-11-01 DOI: 10.1080/00397911.2024.2423363

Xinxin Cui , Chenghan Zhuang , Siyu Liang , Xingxian Zhang

Erastin, a classic ferroptosis inducer, mediates ferroptosis through various molecular pathways. A highly efficient and convenient synthesis of erastin has been developed, starting from 2-nitrobenzoic acid through 7 steps in an overall yield of 21.6%. This synthesis approach features the efficient construction of the key quinazolinone core and highly selective bromination.

厄拉斯汀是一种典型的铁突变诱导剂，通过多种分子途径介导铁突变。从 2-硝基苯甲酸开始，经过 7 个步骤，我们开发出了一种高效便捷的厄拉斯汀合成方法，总收率达 21.6%。这种合成方法的特点是高效构建关键的喹唑啉酮核心和高选择性溴化。

引用次数: 0

Green synthesis, molecular docking and in vitro biological evaluation of novel hydrazones, pyrazoles, 1,2,4-triazoles and 1,3,4-oxadiazoles 新型肼、吡唑、1,2,4-三唑和 1,3,4-恶二唑的绿色合成、分子对接和体外生物学评价

IF 1.8 3区化学 Q3 CHEMISTRY, ORGANIC

Synthetic Communications

Pub Date : 2024-10-24 DOI: 10.1080/00397911.2024.2417362

Ahmed Younis , Asmaa F Kassem , Wael M Aboulthana , Ashraf A Sediek

Ultrasonic waves were used for synthesis of novel hydrazones, bishydrazones, pyrazoles, 1,2,4-triazole and 1,3,4-oxadiazole. The structural formulae of the synthesized compounds were elucidated in terms of elemental and spectroscopic analyses. All synthesized compounds were estimated by testing total antioxidant capacity, iron‐reducing power, the scavenging activity against ABTS and DPPH radicals in addition to testing anti‐diabetic, anti‐Alzheimer and anti‐arthritic activities. All compounds displayed good to potent bioactivity. Compounds 6, 10 exhibit the highest antioxidant and free radicals scavenging activities. Furthermore, compounds 6, 10 demonstrate the strongest inhibition of α‐amylase and α-glucosidase. Compound 12 exhibit strongest acetylcholinesterase inhibition among prepared compounds. However, compounds 18a,b, 19 show a significantly higher inhibition percentage for protein denaturation and proteinase. The most bioactive prepared compounds 6, 10 and 12 were investigated toward docking methodology against appropriate protein.

利用超声波合成了新型肼、双肼、吡唑、1,2,4-三唑和 1,3,4-恶二唑。通过元素分析和光谱分析，阐明了合成化合物的结构式。通过测试总抗氧化能力、铁还原力、ABTS 和 DPPH 自由基清除活性以及抗糖尿病、抗老年痴呆和抗关节炎活性，对所有合成化合物进行了评估。所有化合物都显示出良好甚至强效的生物活性。化合物 6 和 10 的抗氧化和清除自由基活性最高。此外，化合物 6 和 10 对 α 淀粉酶和 α 葡萄糖苷酶的抑制作用最强。在制备的化合物中，化合物 12 对乙酰胆碱酯酶的抑制作用最强。然而，化合物 18a、b 和 19 对蛋白质变性和蛋白酶的抑制率明显更高。对生物活性最强的 6、10 和 12 号化合物进行了与相应蛋白质的对接研究。

{"title":"Green synthesis, molecular docking and in vitro biological evaluation of novel hydrazones, pyrazoles, 1,2,4-triazoles and 1,3,4-oxadiazoles","authors":"Ahmed Younis , Asmaa F Kassem , Wael M Aboulthana , Ashraf A Sediek","doi":"10.1080/00397911.2024.2417362","DOIUrl":"10.1080/00397911.2024.2417362","url":null,"abstract":"<div><div>Ultrasonic waves were used for synthesis of novel hydrazones, bishydrazones, pyrazoles, 1,2,4-triazole and 1,3,4-oxadiazole. The structural formulae of the synthesized compounds were elucidated in terms of elemental and spectroscopic analyses. All synthesized compounds were estimated by testing total antioxidant capacity, iron‐reducing power, the scavenging activity against ABTS and DPPH radicals in addition to testing anti‐diabetic, anti‐Alzheimer and anti‐arthritic activities. All compounds displayed good to potent bioactivity. Compounds <strong>6, 10</strong> exhibit the highest antioxidant and free radicals scavenging activities. Furthermore, compounds <strong>6, 10</strong> demonstrate the strongest inhibition of α‐amylase and α-glucosidase. Compound <strong>12</strong> exhibit strongest acetylcholinesterase inhibition among prepared compounds. However, compounds <strong>18a,b, 19</strong> show a significantly higher inhibition percentage for protein denaturation and proteinase. The most bioactive prepared compounds <strong>6</strong>, <strong>10</strong> and <strong>12</strong> were investigated toward docking methodology against appropriate protein.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"54 22","pages":"Pages 1984-2002"},"PeriodicalIF":1.8,"publicationDate":"2024-10-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142586756","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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

Synthesis and structural characterization of a novel large type double-layered cyclophanes based on the reaction of bis(N-alkylene benzothiazolium) dibromide and triethylamine 基于双（N-亚烷基苯并噻唑）二溴化物和三乙胺反应的新型大型双层环烷的合成及其结构特征

IF 1.8 3区化学 Q3 CHEMISTRY, ORGANIC

Synthetic Communications

Pub Date : 2024-10-18 DOI: 10.1080/00397911.2024.2415435

Zhen-zhong Wei , Xing-bao Chi

The synthesis of a novel large type double-layered cyclophanes has been successfully accomplished by free radical coupling reaction with the bis(N-alkylene benzothiazolium) dibromide salts as their important synthetic intermediates. The structures of the two-layered cyclophanes and the synthetic intermediates have been elucidated based on the NMR data and X-ray structural analysis, respectively. The two-layered cyclophanes consist of two different geometries, anti-two cyclic lactam amide rings inside and two bridges of disulfide bonds outside, which are unique and novel structures. Their physical properties were investigated by UV–Vis and redox potential, too.

以双（N-亚烷基苯并噻唑）二溴化盐为重要合成中间体，通过自由基偶联反应成功合成了一种新型的大型双层环烷。根据核磁共振数据和 X 射线结构分析，分别阐明了二层环烷和合成中间体的结构。双层环烷由两种不同的几何结构组成，内含两个反双环内酰胺酰胺环，外含两个二硫键桥，结构独特新颖。此外，还通过紫外可见光和氧化还原电位研究了它们的物理性质。

引用次数: 0

Solvent-free and efficient heterogeneous Biginelli reactions catalyzed by copper (II)-incorporated iminophenol-based porous organic polymer 铜(II)掺杂亚氨基苯酚基多孔有机聚合物催化的无溶剂高效异相比吉内利反应

IF 1.8 3区化学 Q3 CHEMISTRY, ORGANIC

Synthetic Communications

Pub Date : 2024-10-16 DOI: 10.1080/00397911.2024.2416529

Pradeepruban Joseph , Pintu K. Kundu

The copper (II)-incorporated iminophenol containing porous polymer (Cu-TAzo-TAPB), which was reported to be a recyclable catalyst for click reactions, is now exploited as an efficient catalyst in the solvent-free one-pot process to make 3,4-dihydropyrimidinone derivatives (DHPMs) by a three-component condensation reaction of urea/thiourea, aldehydes, and active methylene compounds. Usually, these reactions are complicated to carry out in a neutral medium. We describe here an eco-friendly method to produce Biginelli products with 5 mol% catalyst loading with a simple isolation technique. The high product yields show the effective Biginelli reaction technique. The catalyst is highly stable and easily recoverable for reuse without significant loss of catalytic efficiency.

铜 (II) 嵌合含亚胺苯酚的多孔聚合物（Cu-TAzo-TAPB）曾被报道为点击反应的可循环催化剂，现在被用作一种高效催化剂，通过脲/硫脲、醛和活性亚甲基化合物的三组分缩合反应，在无溶剂一锅工艺中制造 3,4-二氢嘧啶酮衍生物 (DHPM)。通常，这些反应在中性介质中进行比较复杂。我们在此介绍一种生态友好型方法，利用简单的分离技术，在催化剂负载量为 5 摩尔% 的情况下生产 Biginelli 产品。产品的高产率显示了比吉奈利反应技术的有效性。催化剂高度稳定，易于回收再利用，且不会明显降低催化效率。

引用次数: 0

Cobalt(II) catalyzed Michael-type hydroamination of activated olefins 钴（II）催化活化烯烃的迈克尔型加氢反应

IF 1.8 3区化学 Q3 CHEMISTRY, ORGANIC

Synthetic Communications

Pub Date : 2024-10-16 DOI: 10.1080/00397911.2024.2414410

Rajagopal Rajesh , Joseph Prince Devassy , Rasheed Nihala , Rajesh Kunjanpillai

The aza-Michael addition reaction of primary and secondary amines to α,β-unsaturated olefins viz; acrylonitrile, phenyl vinyl sulfone and dimethyl maleate has been carried out using 5–10 mol% Co(NO₃)₂.6H₂O as a catalyst in t-BuOMe at 80–100 °C, giving rise to the desired β-aminocarbonyl compounds or sulfones in moderate to good yields. A wide range of aromatic amines, even those bearing electron withdrawing groups could be added to activated olefins via this strategy. Addition of (hetero)aromatic amines were also feasible, while in case of 2-aminopyridine the reaction was found to be effective only when AgOTf was added along with the catalyst. The aliphatic amines; benzylamine, dibenzylamine, di-n-butylamine were also smoothly added to acrylonitrile and phenyl vinyl sulfone. The methodology describes cobalt(II) nitrate as an eco-friendly, cheap and shelf available catalyst suitable for performing the Michael-type hydroamination reactions.

以 5-10 mol% 的 Co(NO3)2.6H2O 为催化剂，在 80-100 °C 的 t-BuOMe 溶液中进行了伯胺和仲胺与α,β-不饱和烯烃（即丙烯腈、苯基乙烯基砜和马来酸二甲酯）的氮杂迈克尔加成反应，得到了所需的β-氨基羰基化合物或砜，收率中等至良好。通过这种方法可以将多种芳香胺，甚至是那些带有取电子基团的芳香胺添加到活化烯烃中。添加（杂）芳香胺也是可行的，但对于 2-氨基吡啶，只有在添加 AgOTf 和催化剂时反应才有效。脂肪族胺；苄胺、二苄胺、二正丁胺也能顺利地加入到丙烯腈和苯乙烯砜中。该方法说明硝酸钴（II）是一种环保、廉价且可在货架上购买到的催化剂，适用于进行迈克尔型氢化反应。

引用次数: 0

Copper(II)-catalyzed dehydration of primary amides to nitriles with the aid of trichloroacetonitrile 铜(II)催化伯胺在三氯乙腈帮助下脱水成腈纶

IF 1.8 3区化学 Q3 CHEMISTRY, ORGANIC

Synthetic Communications

Pub Date : 2024-10-15 DOI: 10.1080/00397911.2024.2415442

Xiaoyun Ma , Xiaoyan Wan , Jun Zhao

A method for the preparation of nitriles from primary amides using trichloroacetonitrile and a catalytic amount of cupric acetate is described. Using this method, amides including aromatic amides, aromatic heterocyclic amides and aliphatic amides were converted into the corresponding nitriles in moderate to good yields. Trichloroacetonitrile reacted with amide in the presence of cupric acetate to form trichloroacetamide, which has been isolated and confirmed.

介绍了一种使用三氯乙腈和催化量的乙酸铜从伯胺制备腈的方法。利用这种方法，包括芳香族酰胺、芳香族杂环酰胺和脂肪族酰胺在内的酰胺被转化为相应的腈，产率为中等到良好。三氯乙腈与酰胺在醋酸铜存在下反应生成三氯乙酰胺，该反应已被分离和确认。

引用次数: 0

下一页尾页

类型

全部化学•材料生命科学医学物理工程技术环境•农林材料科学地球科学法学管理学化学环境科学与生态学计算机科学教育学经济学农林科学人文科学生物学数学物理与天体物理心理学综合性期刊其他工业工程理学历史学农学文学信息工程

数据库

全部 ACS Publications Elsevier ieeexplore Springer The Royal Society of Chemistry Wiley

期刊

Synthetic Communications

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.

﹀