Dichloromethyl(diaryl) Sulfonium Salts as gem-Dichlorocyclopropanation Reagents

2025/02/03 by B.S. Moore, Darren Willcox · 1 voice
Chemistry · Pharmacology, Toxicology and Pharmaceutics · #Cyclopropane Reaction Mechanisms #Fluorine in Organic Chemistry #Synthesis and Biological Evaluation

paper · pdf · doi:10.1021/acs.orglett.4c04717

openalex publication_date 2025/02/03 · openalex created_date 2025/02/04 · openalex updated_date 2026/08/01

Abstract

High Resolution Image Download MS PowerPoint Slide 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.

Discussions

• Excited to share the groups first publication of 2025 in Organic Letters. Many congratulations to @bethmoore99.bsky.social for getting this over the line! @pubs.acs.org Check it out doi.org/10.1021/ac [bsky, 5 points, 0 comments]

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