Visible-Light-Induced Radical [4 + 1] Annulation of Diazosulfonium Triflates with Cyclopropenes: Direct Synthesis of Benzofulvenes

Organic Letters 2026

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Authors: Xue‐Cen Xu, Jie Wang, Yue Gong, Yu-Long Zhao
DOI: 10.1021/acs.orglett.6c00047
Cited by: 3
References: 83

Abstract

A visible-light-induced radical [4 + 1] annulation of diazosulfonium triflates and cyclopropenes has been established. In this process, diazomethyl radicals generated from diazosulfonium triflates undergo addition to cyclopropenes, followed by ring opening of the resulting cyclopropyl radicals bearing a diazo functionality to form alkenyl radical intermediates, which subsequently participate in intermolecular cyclization. This transformation proceeds under mild reaction conditions and provides an effective approach for the construction of benzofulvene frameworks from easily accessible substrates.

Fields of Study & Subjects

Radical Photochemical Reactions Cyclopropane Reaction Mechanisms Catalytic C–H Functionalization Methods

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
8
Pages
2655–2659
Publication date
13 February 2026
Language
EN