Issue 18, 2022

Copper-catalyzed synthesis of cyclopropyl bis(boronates) from aryl olefins and carbon monoxide

Abstract

Cyclopropanes, especially substituted cyclopropanes, play important roles in many pharmaceuticals and in organic synthesis. In this communication, we introduced a new strategy for the synthesis of diborylated cyclopropanes via a copper-catalyzed carbonylation process. This process was successfully performed on both stable internal and terminal aryl olefins. A series of cyclopropyl bis(boronates) were produced in moderate to good yields with complete diastereoselectivity. Further synthetic transformations of the obtained cyclopropyl bis(boronates) have been accomplished to demonstrate their utility as well.

Graphical abstract: Copper-catalyzed synthesis of cyclopropyl bis(boronates) from aryl olefins and carbon monoxide

Supplementary files

Article information

Article type
Research Article
Submitted
17 6 2022
Accepted
02 8 2022
First published
02 8 2022

Org. Chem. Front., 2022,9, 4943-4948

Copper-catalyzed synthesis of cyclopropyl bis(boronates) from aryl olefins and carbon monoxide

H. Geng, W. Li, Y. Zhao and X. Wu, Org. Chem. Front., 2022, 9, 4943 DOI: 10.1039/D2QO00976E

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