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Catalyst-Free and Solvent-Controlled Divergent Synthesis of Difluoromethylene-Containing S‑Heterocycles

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journal contribution
posted on 15.06.2021, 07:43 by Jun-Xiong He, Zhi-Hao Zhang, Bo-Shuai Mu, Xiao-Yuan Cui, Jian Zhou, Jin-Sheng Yu
An unprecedented catalyst-free reaction of benzo­[b]­thiophene-2,3-diones with difluoroenoxysilanes has been developed using either MeOH or H2O as the solvent, which constitutes a facile and efficient protocol for the solvent-controlled divergent synthesis of five- and seven-membered S-heterocycles featuring a gem-difluoromethylene group. A gram-scale synthesis and the diversification of the product transformations to other difluorinated S-heterocycles further highlight its utility.