Copper-Catalyzed Ring-Opening/Borylation of Cyclopropenes  

作　　者：Ming-Yao Huang Yu-Tao Zhao Hao Chai Cheng-Da Zhang Shou-Fei Zhu 

机构地区：[1]The State Key Laboratory and Institute of Elemento-Organic Chemistry,College of Chemistry,Nankai University,Tianjin 300071

出　　处：《CCS Chemistry》2022年第4期1232-1237,共6页中国化学会会刊（英文）

基　　金：the National Natural Science Foundation of China(nos.21625204 and 21971119);the“111”project(B06005)of the Ministry of Education of China;National Program for Support of Top-notch Young Professionals;Key-Area Research and Development Program of Guangdong Province(no.2020B010188001)for financial support.

摘　　要：Since organoboron compounds readily undergo a diverse array of transformations and are widely used in various fields,the development of C-B-bondforming reactions have attracted considerable attention.Herein,we report a new method for forming C-B bonds by means of Cu-catalyzed ring-opening/borylation reactions of cyclopropenes.This method provides efficient access to a new type of stable allylborane-Lewis base adduct,which is a versatile synthon.The configuration of the products can be well controlled with this method,and some of the configurations we obtained are inaccessible by other catalytic methods for generating allylborons.Mechanistic studies indicated that the reactions proceed via insertion of an alkenyl Cu carbene—generated in situ by cyclopropene ring opening—into the B-H bond;the ring-opening step determines both the rate and stereochemistry.

关 键 词：CYCLOPROPENES CARBENES B-H bond insertion copper catalysis allylboranes 

分 类 号：O62[理学—有机化学]