Premium
Development and Application of Pyridinium 1,4‐Zwitterionic Thiolates: Synthesis of Polysubstituted Thiophenes
Author(s) -
Cheng Bin,
Duan Xiaoguang,
Li Yuntong,
Zhang Xinping,
Li Hui,
Wu Fufang,
Li Yun,
Wang Taimin,
Zhai Hongbin
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202000165
Subject(s) - pyridinium , chemistry , synthon , trifluoromethyl , organic chemistry , combinatorial chemistry , pyridinium compounds , sulfur , medicinal chemistry , alkyl
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 CF 3 groups to target products simultaneously.