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Furfuryl Cation Induced Three‐Component Reaction to Synthesize Triazole‐Substituted Thioesters
Author(s) -
Zhong Ying,
Xu Xiaoming,
Xing Qingzhao,
Yang Song,
Gou Jing,
Gao Ziwei,
Yu Binxun
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.202000299
Subject(s) - chemistry , cycloaddition , olefin fiber , combinatorial chemistry , triazole , ring (chemistry) , organic chemistry , catalysis
A furfuryl cation induced three‐component thioesterification reaction between thiols, 5‐bromo‐2‐furylcarbinols and azides is reported. This metal‐free method relies on the acetyl chloride/HFIP‐mediated cascade formal [3+2] cycloaddition/ring‐opening/thioesterification, which allows the efficient construction of a series of complex triazole‐thioesters linked with an ( Z )‐olefin. Selenols are also suitable for this strategy. Further derivatization of thioesters highlighted the potential utility of our method.