European Journal of Organic Chemistry p. 3251 - 3256 (2020)
Update date:2022-08-05
Topics:
Zhong, Ying
Xu, Xiaoming
Xing, Qingzhao
Yang, Song
Gou, Jing
Gao, Ziwei
Yu, Binxun
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.
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