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Synthetic Approaches and Reactions of 2-(Arylidene)benzo[b]thiophen-3(2H)one-1,1-dioxides
Mini-Reviews in Organic Chemistry ( IF 2.3 ) Pub Date : 2023-09-11 , DOI: 10.2174/1570193x21666230906141749
RAJ KUMAR 1 , Subrata Barick 1 , Manvendra Kumar 1
Affiliation  

: 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.

中文翻译:

2-(亚芳基)苯并[b]噻吩-3(2H)酮-1,1-二氧化物的合成方法和反应

: 2-(亚芳基)苯并[b]噻吩-3(2H)酮 1,1-二氧化物是硫代橙酮的氧化形式。已报道了其合成的各种方法,例如,a)苯并[b]噻吩-3(2H)酮1,1-二氧化物与芳基醛在酸性或碱性条件下缩合,b)用过氧化氢或钠氧化硫磺酮过硼酸盐四水合物,c) 由碘鎓叶立德与(双(三氟乙酰氧基)碘)苯在乙酰丙酮酸铜(II)存在下的催化反应得到,d)由 1-硫黄酮在硝酸高铈铵存在下的环收缩得到。有报道表明,在没有任何催化剂存在下,与对硫甲酚发生加成反应,与格氏试剂发生不开杂环的共轭加成产物,分别与羟胺和苯肼形成相应的肟和腙,与烯胺产生多环化合物,与 NBS 表现出相反的行为,并在羟基和非羟基溶剂中与有机磷化合物产生加成产物,具体取决于反应介质。在本小综述中,我们讨论了 2-(亚芳基)苯并[b]噻吩-3(2H)酮 1,1-二氧化物的各种合成策略和反应,以及它们报道的效用。
更新日期:2023-09-11
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