Radical-polar crossover cyclization: visible-light-induced synthesis of γ-alkylated 1,1-disubstituted cyclopropanes via 1,6-hydrogen atom transfer

Abstract

A visible-light-induced radical-polar crossover cyclization (RPCC) reaction between homoallylic substrates and sulfamate esters for the synthesis of γ-alkylated 1,1-disubstituted cyclopropanes via 1,6-HAT processes has been reported. This protocol displays mild and metal-free conditions, excellent functional group tolerance and a broad range of substrates. Furthermore, the potential synthetic potential of this transformation is demonstrated by scale-up reactions and synthetic applications.

Graphical abstract: Radical-polar crossover cyclization: visible-light-induced synthesis of γ-alkylated 1,1-disubstituted cyclopropanes via 1,6-hydrogen atom transfer

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Article information

Article type
Research Article
Submitted
22 Apr 2025
Accepted
16 Jun 2025
First published
18 Jun 2025

Org. Chem. Front., 2025, Advance Article

Radical-polar crossover cyclization: visible-light-induced synthesis of γ-alkylated 1,1-disubstituted cyclopropanes via 1,6-hydrogen atom transfer

M. Ye, H. Wang, M. Liao, Z. Tian, Z. Yang and Y. Wu, Org. Chem. Front., 2025, Advance Article , DOI: 10.1039/D5QO00670H

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