Three-Component Alkyl-Diborylmethylation of Alkenes Enabled by Dual Photoredox/Copper Catalysis

Organic Letters 2026

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Authors: Qinqi He, Jiahao Zhang, Die Deng, Ying Fan, Qiang Wang, Ye Hua, Su Jing, Jiefeng Hu
DOI: 10.1021/acs.orglett.5c04923
Cited by: 2
References: 91

Abstract

A photoredox-catalyzed strategy has been developed for the three-component dicarbofunctionalization of alkenes with aliphatic N -hydroxyphthalimide esters and (diborylmethyl)zinc species under dual photoredox/copper catalysis. This protocol enables direct access to structurally unique and synthetically valuable C(sp 3 )-rich gem -diborylalkanes. The reaction proceeds under mild conditions and features a broad substrate scope, including primary, secondary, and tertiary carboxylic acids, while also demonstrating excellent scalability and practical utility. Mechanistic studies support a radical relay pathway involving radical addition, followed by diborylmethyl Cu(I)-mediated C(sp 3 )–C(sp 3 ) cross-coupling.

Fields of Study & Subjects

Radical Photochemical Reactions Organoboron and organosilicon chemistry Catalytic C–H Functionalization Methods

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
2
Pages
746–751
Publication date
2 January 2026
Language
EN