2-(芳基)苯并[b]噻吩-3(2H) 1- 1,1-二氧化物的合成方法及反应

IF 1.9 4区 化学 Q2 CHEMISTRY, ORGANIC Mini-reviews in Organic Chemistry Pub Date : 2023-09-06 DOI:10.2174/1570193x21666230906141749
RAJ KUMAR, Subrata Barick, Manvendra Kumar
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引用次数: 0

摘要

摘要:2-(芳基)苯并[b]噻吩-3(2H) 1,1-二氧化物是硫芴酮的氧化形式。它们的合成方法有多种,例如:a)苯并[b]噻吩-3(2H) - 1,1-二氧化物与芳基醛在酸性或碱性条件下缩合,b)用过氧化氢或四水合过硼酸钠氧化硫酮,c)在铜的存在下碘化物与(二(三氟乙酰氧基)碘)苯的催化反应(II)乙酰丙酮,d)在硝酸铈铵的存在下通过1-硫黄酮的环收缩。报道了与对硫甲酚在无催化剂条件下的加成反应,与格氏试剂无杂环开孔的共轭加成产物,分别与羟胺和苯基肼生成相应的肟和腙,与胺生成多环化合物,与NBS表现出对比行为,并与有机磷化合物在羟基和非羟基溶剂(取决于反应介质)中生成加成产物。在这篇综述中,我们讨论了2-(芳基)苯并[b]噻吩-3(2H) 1,1-二氧化物的各种合成策略和反应,以及它们的应用报道。
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Synthetic Approaches and Reactions of 2-(Arylidene)benzo[b]thiophen-3(2H)one-1,1-dioxides
Abstract: 2-(Arylidene)benzo[b]thiophen-3(2H)one 1,1-dioxides are oxidized form of thioaurones. Various methods have been reported for their synthesis, e.g., a) condensation of benzo[b]thiophen-3(2H)one 1,1-dioxides with aryl aldehydes under acidic or basic conditions, b) oxidation of thioaurones with hydrogen peroxide or sodium perborate tetrahydrate, c) from the catalytic reaction of iodonium ylides with (bis(trifluoroacetoxy)iodo) benzene in presence copper(II)acetoacetonate, d)by ring contraction of 1-thioflavones in the presence of ceric ammonium nitrate. The reports have shown addition reactions with p-thiocresol in the absence of any catalyst, conjugated addition product without hetero ring opening with Grignard reagent, forms corresponding oxime and hydrazone with hydroxyl amine and phenyl hydrazine, respectively, produces polycyclic compounds with enamines, shows contrasting behavior with NBS and gives addition products with organophosphorus compounds in both hydroxylic and non-hydroxylic solvents which depends on reaction medium. In the present mini-review, we have discussed the various synthetic strategies and reactions of 2-(arylidene)benzo[b]thiophen-3(2H)one 1,1-dioxides, along with their reported utilities.
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来源期刊
Mini-reviews in Organic Chemistry
Mini-reviews in Organic Chemistry 化学-有机化学
CiteScore
4.50
自引率
4.30%
发文量
116
审稿时长
>12 weeks
期刊介绍: Mini-Reviews in Organic Chemistry is a peer reviewed journal which publishes original reviews on all areas of organic chemistry including organic synthesis, bioorganic and medicinal chemistry, natural product chemistry, molecular recognition, and physical organic chemistry. The emphasis will be on publishing quality papers very rapidly, without any charges. The journal encourages submission of reviews on emerging fields of organic chemistry including: Bioorganic Chemistry Carbohydrate Chemistry Chemical Biology Chemical Process Research Computational Organic Chemistry Development of Synthetic Methodologies Functional Organic Materials Heterocyclic Chemistry Macromolecular Chemistry Natural Products Isolation And Synthesis New Synthetic Methodology Organic Reactions Organocatalysis Organometallic Chemistry Theoretical Organic Chemistry Polymer Chemistry Stereochemistry Structural Investigations Supramolecular Chemistry
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