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Updated: May 29, 2025

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Dichloromethyl(diaryl) Sulfonium Salts as gem-Dichlorocyclopropanation Reagents
Bethany J Moore1, Darren Willcox1
1Department of Chemistry, University of Manchester, Oxford Road, Manchester M13 9PL, United Kingdom.
Abstract:
gem-Dichlorocyclopropanes are important structural moieties in a range of industrial sectors and have been the focus of considerable interest within the synthetic community over the years. Synthetic methodologies to access gem-dichlorocyclopropanes, however, remain limited. To address this challenge, we report the development of new dichloromethyl(diaryl) sulfonium salts as reagents for the gem-dichlorocyclopropanation of electron-rich olefins via a free dichlorocarbene pathway under mild conditions in yields of up to 70%. This methodology provides access to previously unreported gem-dichlorocyclopropanes.
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