Development and Application of Pyridinium 1,4-Zwitterionic Thiolates: Synthesis of Polysubstituted Thiophenes
Development and Application of Pyridinium 1,4-Zwitterionic Thiolates: Synthesis of Polysubstituted Thiophenes
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1,4-两性离子硫醇吡啶盐的开发与应用：多取代噻吩的合成
DOI：
10.1002/ejoc.202000165
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发表时间：
2020-03-31
影响因子：
2.8
通讯作者：
Zhai, Hongbin
中科院分区：
文献类型：
--
作者：
Cheng, Bin;Duan, Xiaoguang;Zhai, Hongbin
将1，4-巯基吡啶盐作为一类含硫两性离子与活化炔进行[3+2]级联环化反应，得到了一系列具有良好区域选择性的多取代噻吩化合物，特别是那些带有不同含氟基团的化合物.新近发现的以酰基或三氟甲基修饰的1，4-两性离子硫醇吡啶盐在合成多取代噻吩类化合物中显示出强大的潜力。特别值得注意的是，吡啶鎓 A4可以同时向目标产物引入硫和CF 3基团。
Pyridinium 1,4-zwitterionic thiolates as a class of sulfur-containing synthons were applied to a [3+2] cascade cyclization reaction with activated alkynes, affording a library of polysubstituted thiophenes with excellent regioselectivities, especially those bearing various fluorine-containing groups. The freshly disclosed pyridinium 1,4-zwitterionic thiolates decorated with acyl or trifluoromethyl groups exhibited powerful potential in the synthesis of polysubstituted thiophenes. Of particular note is that pyridinium A4 could introduce sulfur and CF3 groups to target products simultaneously.