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Synthesis of Polysubstituted 3-Aminothiophenes from Thioamides and Allenes via Tandem Thio-Michael Addition/Oxidative Annulation and 1,2-Sulfur Migration
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2018-01-12 00:00:00 , DOI: 10.1021/acs.joc.7b02616
Teng Han 1 , Yu Wang 1 , Hong-Liang Li 1 , Xiaoyan Luo 1 , Wei-Ping Deng 1
Affiliation  

A facile synthetic method for the construction of 3-aminothiophenes from readily available thioamides and alllenes in the presence of a TBAI/TBHP catalyst system was developed. This protocol represents an efficient and straightforward way to access highly functionalized thiophenes in moderate to excellent yields under mild conditions, via a tandem thio-Michael addition, oxidative annulation, and 1,2-sulfur migration pathway.

中文翻译:

通过串联硫代-迈克尔加成/氧化环合和1,2-硫迁移,由硫代酰胺和丙二烯合成多取代的3-氨基噻吩

开发了一种在TBAI / TBHP催化剂体系存在下,由容易获得的硫代酰胺和烯丙基构建3-氨基噻吩的简便合成方法。该协议代表了在串联条件下,通过串联硫代-迈克尔加成反应,氧化环化反应和1,2-硫迁移途径,以中等至极好的收率获得高官能度噻吩的有效而直接的方法。
更新日期:2018-01-12
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