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双C-S键形成与多个Csp-H键裂解:无金属条件下由酰胺和元素硫合成4-羟基噻唑

Double C-S bond formation multiple Csp-H bond cleavage: synthesis of 4-hydroxythiazoles from amides and elemental sulfur under metal-free conditions.

作者信息

Chen Liang, Xuchen Xinyu, Wang Fei, Yang Yuan, Deng Guobo, Liu Yilin, Liang Yun

机构信息

National & Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources, Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, Hunan Normal University, Changsha, Hunan 410081, China.

Huaihua Normal College, Huaihua 418008, China.

出版信息

Org Biomol Chem. 2021 Dec 1;19(46):10068-10072. doi: 10.1039/d1ob01989a.

Abstract

A novel and efficient approach for the synthesis of 4-hydroxythiazoles from amides and elemental sulfur has been developed. In the presence of PO, DMSO and HMPA, this metal-free protocol proceeds smoothly and tolerates a spectrum of functional groups. Furthermore, this strategy involves the process of double Csp-S bond formation through the cleavage of multiple Csp-H bonds for the first time.

摘要

已开发出一种由酰胺和元素硫合成4-羟基噻唑的新颖且高效的方法。在磷酸、二甲基亚砜和六甲基磷酰胺存在下,该无金属反应方案顺利进行,并且能兼容多种官能团。此外,该策略首次涉及通过多个碳氢键的断裂形成双碳-硫键的过程。

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