Controllable α- or β-Functionalization of α-Diazoketones with Aromatic Amides via Cobalt-Catalyzed C–H Activation: A Regioselective Approach to Isoindolinones

作者：Murong Xu, Yang Yuan, Ye Wang, Qihai Tao, Chengyu Wang, Yanzhong Li · 发表于：Organic Letters · 年份：2019 · DOI：10.1021/acs.orglett.9b02145 · 被引用次数：25 · 研究领域：Catalytic C–H Functionalization Methods、Cyclopropane Reaction Mechanisms、Synthesis and Catalytic Reactions

Efficient procedures for the selective α- or β-functionalization of α-diazoketones with aromatic amides were developed by using a cobalt catalyst under ligand-free conditions. Normal α-functionalization of α-diazoketones was achieved via C(sp 2 )–H bond functionalization of aromatic amides in the presence of Co(acac) 2 /TBHP. Interestingly, β-functionalization of α-diazoketones was realized with a Co(OAc) 2 /AgOAc catalyst system. Further intramolecular cyclization afforded the desired isoindolinones in good to excellent yields.