α-氧代硫代酰胺的合成应用全景：2-酰基-4-（杂）芳基噻唑和硫醚的高度区域选择性合成
A panoramic view on synthetic applications of α-oxothioamides: a highly regioselective synthesis of 2-acyl-4-(het)arylthiazoles and thioethers.
作者信息
Suresh Rajaghatta N, Swaroop Toreshettahally R, Gowda Darshini, Mantelingu Kempegowda, Rangappa Kanchugarakoppal S
机构信息
Department of Studies in Chemistry, University of Mysore Manasagangotri Mysuru 570 006 Karnataka India
Department of Studies in Organic Chemistry, University of Mysore Manasagangotri Mysuru 570 006 Karnataka India.
出版信息
RSC Adv. 2023 Feb 8;13(8):4910-4916. doi: 10.1039/d2ra08118k. eCollection 2023 Feb 6.
Highly regioselective synthesis of 2-acyl-4-(het)arylthiazoles and thioethers by the reaction between α-oxothioamides and α-bromoketones in the absence of base in DMF and in the presence of triethylamine in acetonitrile, respectively, has been reported. This thiazole synthesis is an important extended work of the Hantzsch thiazole synthesis, which overcomes the drawbacks of earlier reported methods. The probable mechanisms for the formation of thiazoles and thioethers are also presented.
据报道，分别在DMF中无碱条件下以及在乙腈中三乙胺存在下，通过α-氧代硫代酰胺与α-溴代酮反应，可高度区域选择性地合成2-酰基-4-（杂）芳基噻唑和硫醚。这种噻唑合成是汉斯奇噻唑合成的一项重要扩展工作，克服了早期报道方法的缺点。文中还提出了噻唑和硫醚形成的可能机制。
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