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Deboronative functionalization of alkylboron species via a radical-transfer strategy.

ABSTRACT: With advances in organoboron chemistry, boron-centered functional groups have become increasingly attractive. In particular, alkylboron species are highly versatile reagents for organic synthesis, but the direct generation of alkyl radicals from commonly used, bench-stable boron species has not been thoroughly investigated. Herein, we describe a method for activating C-B bonds by nitrogen- or oxygen-radical transfer that is applicable to alkylboronic acids and esters and can be used for both Michael addition reactions and Minisci reactions to generate alkyl or arylated products.

SUBMITTER: Yue F

PROVIDER: S-EPMC11320062 | biostudies-literature | 2024 Aug

REPOSITORIES: biostudies-literature

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Deboronative functionalization of alkylboron species <i>via</i> a radical-transfer strategy.

Yue Fuyang F Li Mingxing M Yang Kangkang K Song Hongjian H Liu Yuxiu Y Wang Qingmin Q

Chemical science 20240808

With advances in organoboron chemistry, boron-centered functional groups have become increasingly attractive. In particular, alkylboron species are highly versatile reagents for organic synthesis, but the direct generation of alkyl radicals from commonly used, bench-stable boron species has not been thoroughly investigated. Herein, we describe a method for activating C-B bonds by nitrogen- or oxygen-radical transfer that is applicable to alkylboronic acids and esters and can be used for both Mic ...[more]

PMID: 39144459

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