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SbPh3: An Efficient Catalyst for Dihydropyrimidinone and Dihydropyrimidin-5-carboxamide Synthesis Using the Biginelli Reaction SbPh3:Biginelli反应合成二氢嘧啶酮和二氢嘧啶-5-甲酰胺的有效催化剂
IF 1.5 4区 化学 Q4 CHEMISTRY, ORGANIC Pub Date : 2023-04-06 DOI: 10.1080/00304948.2023.2190711
Anamika Khaskel, Santosh Kumari Bajiya, Suman Lata, Rakesh K Sharma, Shatabdi Basu
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引用次数: 0
Synthesis of Isoxazole-5(4H)-ones Using Citrazinic Acid as an Organocatalyst in Aqueous Conditions 柠檬酸作有机催化剂在水溶液中合成异恶唑-5(4H)-酮
IF 1.5 4区 化学 Q4 CHEMISTRY, ORGANIC Pub Date : 2023-03-24 DOI: 10.1080/00304948.2023.2192601
Hanieh Ostadzadeh, H. Kiyani
The isoxazolone framework has been found to have a wide variety of biological properties including, antioxidant, 1 antifungal, 2 antibacterial, 3 fungicide, 4 analgesic, 5 antimicrobial, 6 anti-Alzheimer, 7 and anti-androgen 8 activities. Figure 1 shows several biologically active isoxazolones. In addition, this scaffold can be used in nonlinear optical materials, 9 filter dyes, 10 molecular devices, 11 donor-acceptor Stenhouse adducts (DASAs), 12 and solar cells. 13 In addition to biological and medical applications, isoxazolone derivatives have also been used as intermediates for the syntheses of other organic compounds. 4,14 – 17
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引用次数: 3
Facile Synthesis, Crystal Structure, Hirshfeld Surface Analysis, DFT Calculation and in vitro Antifungal Evaluation of 4-Arylidene-1H-pyrazol-5(4H)-ones 4-芳基烯- 1h -吡唑-5(4H)-ones的简单合成、晶体结构、Hirshfeld表面分析、DFT计算及体外抗菌评价
IF 1.5 4区 化学 Q4 CHEMISTRY, ORGANIC Pub Date : 2023-01-01 DOI: 10.1080/00304948.2023.2178213
Sara Nemouchi , Imène Sehout , Houssem Boulebd , Raouf Boulcina , Amina Bramki , Lamia Bendjeddou , Amani Hind Benahsene , Abdelmadjid Debache
Sara Nemouchi, Im ene Sehout, Houssem Boulebd, Raouf Boulcina, Amina Bramki, Lamia Bendjeddou, Amani Hind Benahsene, and Abdelmadjid Debache Laboratory of Synthesis of Molecules with Biological Interest, Mentouri-Constantine University, Constantine, Algeria; Laboratory of Mycology, Biotechnology and Microbial Activity, MentouriConstantine University, Constantine, Algeria; Research Unit of Environmental Chemistry and Molecular Structure, Mentouri-Constantine University, Constantine, Algeria
Sara Nemouchi、Im ene Sehout、Houssem Boulebd、Raouf Boulcina、Amina Bramki、Lamia Bendjedou、Amani Hind Benahene和Abdelmadjid Debache生物兴趣分子合成实验室,曼图里康斯坦丁大学,阿尔及利亚康斯坦丁;阿尔及利亚康斯坦丁市曼图里康斯坦丁大学真菌学、生物技术和微生物活性实验室;阿尔及利亚康斯坦丁市曼图里康斯坦丁大学环境化学与分子结构研究所
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引用次数: 0
Development of an Efficient Alternative Synthesis of the Endothelin Receptor Antagonist Bosentan 内皮素受体拮抗剂波生坦高效替代合成方法的研究
IF 1.5 4区 化学 Q4 CHEMISTRY, ORGANIC Pub Date : 2023-01-01 DOI: 10.1080/00304948.2023.2170665
Jigar Panchal , Namita Misra , Meenu Devi , Ashima Sharma , Sonika Jain , Pankaj Jain , Jaya Dwivedi , Swapnil Sharma
Pulmonary artery hypertension (PAH), is characterized by pulmonary vascular resistance that may lead to heart failure. 1 – 2 Endothelin receptor antagonists (ERAs) have been considered as rational targets in the therapy of PAH. 3 Bosentan monohydrate (brand name Tracleer V R ) is the first orally administered drug approved by the U.S. Food and Drug Administration indicated for the therapy of PAH. 4 Bosentan (4-( tert -butyl)- N -(6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-[2,2 ’ -bipyrimidin]-4-yl)benzenesulfonamide (
肺动脉高压(PAH)的特点是肺血管阻力可能导致心力衰竭。1–2内皮素受体拮抗剂(ERAs)被认为是治疗PAH的合理靶点。3波生坦一水合物(商标名Tracleer V R)是美国食品药品监督管理局批准的第一种用于治疗PAH的口服药物。4-波生坦(4-(叔丁基)-N-(6-(2-羟基乙氧基)-5-(2-甲氧基苯氧基)-[2,2'-双嘧啶]-4-基)苯磺酰胺(
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引用次数: 0
An Original Transposition of the 4-Fluorobenzylamino Group from 1-(4-Fluorobenzylamino)-1-methylsulfanyl-2-nitroethylene in Triflic Acid† 三酸中1-(4-氟基氨基)-1-甲基磺胺基-2-亚硝基4-氟基氨基的原始转位
IF 1.5 4区 化学 Q4 CHEMISTRY, ORGANIC Pub Date : 2023-01-01 DOI: 10.1080/00304948.2023.2178212
Bamba Fante , N’ta Christelle Mélissa Ambeu-Loko , Souleymane Coulibaly , Yaya Soro , Jean-Marie Coustard
Bamba Fante , N’ta Christelle M elissa Ambeu-Loko, Souleymane Coulibaly , Yaya Soro, and Jean-Marie Coustard Laboratoire de Constitution et R eaction de la Mati ere, UFR SSMT, Universit e F elix Houphou€et-Boigny, Abidjan, Côte d’Ivoire; Laboratoire des Proc ed es Industriels de Synth ese et d’Environnement, Institut National Polytechnique F elix Houphou€et-Boigny, Yamoussoukro, Côte d’Ivoire; Institut de Chimie des Milieux et Mat eriaux de Poitiers, Universit e de Poitiers, Poitiers, France
Bamba Fante, n ta Christelle M elissa Ambeu-Loko, Souleymane Coulibaly, Yaya Soro, and Jean-Marie Coustard Laboratoire de Constitution et reaction de la Mati ere, UFR SSMT, elix Houphou€et boigny大学,阿比让,cote科特迪瓦;科特迪瓦亚穆苏克罗国家理工学院elix Houphou et boigny工业合成和环境过程实验室;普瓦捷大学普瓦捷环境与物质化学研究所,普瓦捷,法国
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引用次数: 0
An Efficient Procedure for the Synthesis of 2-Arylsubstituted Benzimidazoles Catalyzed by Co (II) Immobilized on Fe3O4@SiO2-NH2/EP@SAA as a Recyclable Nanomagnetic Catalyst 固定化Co(II)催化合成2-芳基取代苯并咪唑的有效方法Fe3O4@SiO2-NH2/EP@SAA作为一种可回收的纳米磁性催化剂
IF 1.5 4区 化学 Q4 CHEMISTRY, ORGANIC Pub Date : 2023-01-01 DOI: 10.1080/00304948.2023.2181622
Mohammad Nikbin , Ebrahim Mollashahi , Malek Taher Maghsoodlou , Mojtaba Lashkari
Fast, simple and high-yield synthesis continues to be a major challenge for synthetic organic chemists. Among nitrogen-containing heterocyclic compounds, 1 the benzimidazole ring is an important pharmacophore for modern drug discovery. 2 Benzimidazoles have significant biological properties including anticancer, 3 anti-HIV, 4 antibacterial, 5 anti-ulcer, 6 anti-tumor 7 and enzyme inhibitory 8 properties. Benzimidazoles are also important intermediates in organic reactions. 9 Due to the importance of benzimidazoles, interest in the synthesis of these compounds has increased. The most common method is the condensation of o -aryldiamines and carbonyl compounds, especially aldehydes; and the wide availability of the latter makes this route particularly attractive for the production of 2-arylsubstituted benzimidazoles. 10 Numerous oxidative and catalytic reagents have been employed in this method, including Oxone, 11 In(OTf) 312 , FeCl 3 (cid:1) 6H 2 O, 13 I 2 /KI/K 2 CO 314 , sulfamic acid, 15 KHSO 416 , TBAF, 17 SBSA, 18 TiCl 3 OTf 19 and VOSO 4 . 20 These catalysts have been useful for their own purposes in facilitating the synthesis of the expected compounds. However, some of these methods have disadvantages such as high reaction temperatures, prolonged reaction times, low yields, expense, complex work-up procedures or toxic solvents. So the discovery of mild
快速、简单和高产的合成仍然是合成有机化学家面临的主要挑战。在含氮杂环化合物中,苯并咪唑环是现代药物发现的重要药效团。2苯并咪唑具有显著的生物学特性,包括抗癌、3抗HIV、4抗菌、5抗溃疡、6抗肿瘤7和酶抑制8特性。苯并咪唑也是有机反应中的重要中间体。9由于苯并咪唑的重要性,人们对这些化合物的合成越来越感兴趣。最常见的方法是邻芳基二胺和羰基化合物,尤其是醛类化合物的缩合;后者的广泛可用性使得该路线对于2-芳基取代苯并咪唑的生产特别有吸引力。10在该方法中使用了许多氧化和催化试剂,包括Oxone、11In(OTf)312、FeCl3(cid:1)6H2O、13I2/KI/K2CO314、氨基磺酸、15KHSO416、TBAF、17SBSA、18TiCl3OTf19和VOSO4。20这些催化剂对于它们自身的目的在促进预期化合物的合成方面是有用的。然而,这些方法中的一些具有缺点,例如高反应温度、延长反应时间、低产率、费用、复杂的后处理程序或有毒溶剂。所以温和的发现
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引用次数: 0
Synthesis of Tetrahydrobenzo[b]pyrans Promoted by Sodium Stearate as a Lewis Base-Surfactant Combined Catalyst in an Aqueous Micellar Medium 硬脂酸钠作为路易斯碱-表面活性剂复合催化剂在水胶束介质中催化合成四氢苯并[b]吡喃
IF 1.5 4区 化学 Q4 CHEMISTRY, ORGANIC Pub Date : 2023-01-01 DOI: 10.1080/00304948.2022.2151812
Farzaneh Mohamadpour
The use of green catalysts is one of the most crucial elements in the greening of synthetic chemical processes. In line with this, current research initiatives in our lab have concentrated on the creation of green catalysts 1 – 4 for organic synthesis. Surfactant molecules can group together in an aqueous phase under ambient conditions to create micelles, which have a hydrophobic core and a hydrophilic corona. The widespread and in-depth study of micellar surfactants as catalysts for various reactions in aqueous solutions opens the door for more synthesis methods using aqueous media. Sodium stearate is a common surfactant found in frequently-used preparations. However, there are not many studies on organic reactions using sodium stearate as a catalyst. 5 In this context, we present below a straightforward and effective technique for the synthesis of tetrahy-drobenzo[ b ]pyrans using a Lewis base-surfactant-combined (LBSC) catalyzed three-component one-pot reaction in an aqueous micellar medium. Pyrans have such noteworthy pharmacological characteristics (Figure 1) as Chk1 kinase inhibitory, 6 analgesic, 7 anticancer, 8 vasodilatory, 9 antihypertensive, hepatoprotective, cardiotonic, 10 vasodilator, 11 anti-leukemic, 12,13 emetic, 14 anti-anaphylactic, 15 diuretic 16 and anti-Alzheimer 17 properties. Many
绿色催化剂的使用是化学合成过程绿色化的关键因素之一。与此一致,我们实验室目前的研究活动集中在有机合成的绿色催化剂1 - 4的创造上。表面活性剂分子可以在环境条件下在水相中聚集在一起形成胶束,胶束具有疏水核和亲水电晕。胶束表面活性剂在水溶液中作为各种反应催化剂的广泛而深入的研究为更多的水介质合成方法打开了大门。硬脂酸钠是一种常用的表面活性剂。然而,以硬脂酸钠为催化剂进行有机反应的研究并不多。在这种情况下,我们提出了一种简单有效的技术,在水胶束介质中使用Lewis碱表面活性剂组合(LBSC)催化三组分一锅反应合成四氢苯并芘。Pyrans具有以下值得注意的药理特性(图1):Chk1激酶抑制,6镇痛,7抗癌,8血管扩张,9降压,保肝,强心,10血管扩张,11抗白血病,12,13催吐,14抗过敏,15利尿和抗阿尔茨海默症。许多
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引用次数: 0
Synthesis of a Novel Disubstituted Indole† 新型二取代吲哚†的合成
IF 1.5 4区 化学 Q4 CHEMISTRY, ORGANIC Pub Date : 2023-01-01 DOI: 10.1080/00304948.2023.2184622
Stephen W. Wright , Gordon W. Gribble
In continuation of our interest to functionalize selectively the indole-2,3 positions, we now describe the synthesis of 2-bromo-1-(phenylsulfonyl)-1H-indol-3-yl trifluoromethanesulfonate (1) as a potentially useful precursor for the selective functionalization of the indole positions. Our synthesis of 1 is shown in Scheme 1. Following the conversion of commercially available 2-aminoacetophenone (2) to sulfonamide 3, the four subsequent reactions to give 1 were performed with only one intermediate purification due to the presumed formation of indigo by-products (blue-purple discoloration), and the possible lachymatory effects of bromide 4. Bromination of 3 to 4 was subject to capricious reaction times, but we found that the addition of catalytic amounts of concentrated HBr eliminated this phenomenon, presumably by supplying sufficient HBr to the mixture to initiate formation of Br2. Over-bromination of 3 was minimized by exclusion of air. The mixture of 4, containing some ketone and dibromoketone, was converted to indolin-3-one 5 in 60% yield after purification. Subsequent bromination to 6 and triflate formation to 1 proceeded in 54% yield for the two steps. Attempts to brominate (NBS, Br2) the known 1-(phenylsulfonyl)-1H-indol-3-yl trifluoromethanesulfonate to afford 1 were not successful. In summary, we disclose a straightforward synthesis of compound 1 from 2-aminoacetophenone. This new 2,3-unsymmetrically-disubstituted indole should find utility in the synthesis of a wide range of indoles in contrast to, for example, 2,3-dihaloindoles for which regioselective reactions have proven difficult.
为了继续我们对选择性官能化吲哚-2,3位置的兴趣,我们现在描述了2-溴-1-(苯基磺酰基)-1H-吲哚-3-基三氟甲磺酸酯(1)的合成,作为吲哚位置选择性官能化的潜在有用的前体。我们对1的合成如方案1所示。在将市售的2-氨基苯乙酮(2)转化为磺酰胺3之后,由于假定形成靛蓝副产物(蓝紫色变色)和溴化物4的可能的致盲作用,随后的四个反应仅用一个中间体纯化进行,得到1。3至4的溴化反应时间不稳定,但我们发现,添加催化量的浓缩HBr消除了这种现象,可能是通过向混合物中提供足够的HBr来引发Br2的形成。通过排除空气,3的过度溴化被最小化。含有一些酮和二溴酮的4的混合物在纯化后以60%的产率转化为吲哚-3-酮5。随后的溴化为6和三氟甲磺酸酯形成为1,这两个步骤的产率为54%。将已知的1-(苯基磺酰基)-1H-吲哚-3-基三氟甲磺酸盐溴化(NBS,Br2)以得到1的尝试没有成功。总之,我们公开了由2-氨基苯乙酮直接合成化合物1。这种新的2,3-不对称二取代吲哚应该在合成广泛的吲哚中找到用途,与例如2,3-二卤代吲哚相比,区域选择性反应已被证明是困难的。
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引用次数: 0
Alcoholysis of Primary Amides in the Presence of CF3SO3H CF3SO3H存在下伯胺醇解的研究
IF 1.5 4区 化学 Q4 CHEMISTRY, ORGANIC Pub Date : 2023-01-01 DOI: 10.1080/00304948.2023.2184997
Anton Mastitski , Eerold Vellemäe , Varvara Smorodina , Alar Konist , Jaak Järv
Esters have a lot of applications as fragrances, emulsifiers and solvents
酯类在香料、乳化剂和溶剂等方面有着广泛的应用
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引用次数: 0
Supramolecular β-Cyclodextrin as a Reusable Catalyst for Xanthene Synthesis in Aqueous Medium 水介质中可重复使用的超分子β-环糊精催化剂合成黄原
IF 1.5 4区 化学 Q4 CHEMISTRY, ORGANIC Pub Date : 2023-01-01 DOI: 10.1080/00304948.2022.2141047
Farzaneh Mohamadpour
In green chemistry, the most notable objectives include atom economy, the use of non-hazardous catalysts and solvents
在绿色化学中,最显著的目标包括原子经济、无害催化剂和溶剂的使用
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引用次数: 0
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Organic Preparations and Procedures International
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