Intermolecular (5+3) Cycloaddition of Bicyclo[1.1.0]butanes with Oxidopyrylium

Organic Letters 2026

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Authors: Penghui Yan, Tongxiang Cao, Shifa Zhu
DOI: 10.1021/acs.orglett.6c00295
Cited by: 4
References: 57

Abstract

A formal (5+3) cycloaddition of bicyclo[1.1.0]butanes (BCBs) with maltol derivatives is achieved by employing oxidopyrylium species as 1,5-dipoles. This transformation provides a new pathway for synthesizing all-carbon bridged bicyclo[5.1.1]nonanones, a structurally constrained medium-ring scaffold. The reaction proceeds under mild conditions and exhibits high functional group tolerance alongside a broad substrate scope.

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
2759–2764
Publication date
12 February 2026
Language
EN