Photoinduced Transition-Metal-Free Alkynylation of Alkyl Pinacol Boronates  

作　　者：Dunfa Shi Chungu Xia Chao Liu 

机构地区：[1]State Key Laboratory for Oxo Synthesis and Selective Oxidation,CAS Key Laboratory of Chemistry of Northwestern Plant Resources,Suzhou Research Institute,Lanzhou Institute of Chemical Physics,Chinese Academy of Sciences,Lanzhou 730000 [2]University of Chinese Academy of Sciences,Beijing 100049

出　　处：《CCS Chemistry》2021年第6期1718-1728,共11页中国化学会会刊（英文）

基　　金：Financial support for this work was provided by the National Natural Science Foundation of China(nos.21673261 and 91745110);the Natural Science Foundation of Jiangsu Province(nos.BK20190002 and BK20181194);the Youth Innovation Promotion Association CAS(no.2018458);the Key Research Program of Frontier Sciences of CAS(no.QYZDJ-SSW-SLH051).

摘　　要：An unprecedented visible-light-induced transitionmetal-free alkynylation of alkyl pinacol boronates has been demonstrated with alkynyl phenylsulfones as the alkynylation reagents and 4CzIPN as the organic photocatalyst.Common sodium methoxide(NaOMe)or sodium hydroxide(NaOH)was used as the Lewis base togeneratephotoactivetetra-coordinatedboron species.Various functional groupswerewell tolerated.The selective monoalkynylation of diboronates was achieved to keep one boryl group in the product for potential further transformations.Radical trapping experiments and electron paramagnetic resonance(EPR)analysis confirmed the generation of alkyl radical intermediate.

关 键 词：ORGANOBORON photocatalysis C-C coupling radical synthetic methods 

分 类 号：O62[理学—有机化学]