日本北海道大学Hajime Ito团队报道了一种未活化烯烃分子间1,2-烷基硼化的铜（I）催化的自由基接力反应。研究成果发表在2021年3月30日出版的《美国化学会杂志》。

研究人员首次报道了未活化烯烃、双（pinacolato）二硼和烷基亲电试剂之间通过自由基接力机制催化的1，2-烷基硼化反应。该方法的成功实施需要延缓烷基亲电试剂的竞争性硼取代以促进自由基的传递。

研究人员利用电子或空间要求高的烷基亲电试剂克服了这一挑战，导致在C═C双键上同时和高度区域选择性地引入宝石二氟、单氟、叔或仲烷基和冰片基。

附：英文原文

Title: A Copper(I)-Catalyzed Radical-Relay Reaction Enabling the Intermolecular 1,2-Alkylborylation of Unactivated Olefins

Author: Sota Akiyama, Natsuki Oyama, Tsubura Endo, Koji Kubota, Hajime Ito

Issue&Volume: March 30, 2021

Abstract: The first catalytic intermolecular 1,2-alkylborylation reaction via a radical-relay mechanism between unactivated olefins, bis(pinacolato)diboron, and an alkyl electrophile is reported. Successful implementation of this method requires that the competing boryl substitution of the alkyl electrophile is retarded to facilitate the radical relay. This challenge was overcome using electronically or sterically demanding alkyl electrophiles, which results in the simultaneous and highly regioselective introduction of a gem-difluoro, monofluoro, tertiary, or secondary alkyl group and a boryl group across the C═C double bond.

DOI: 10.1021/jacs.1c02050

Source: https://pubs.acs.org/doi/10.1021/jacs.1c02050