Controllable α- or β‑Functionalization of α‑Diazoketones with Aromatic Amides via Cobalt-Catalyzed C–H Activation: A Regioselective Approach to Isoindolinones
journal contributionposted on 25.07.2019 by Murong Xu, Yang Yuan, Ye Wang, Qihai Tao, Chengyu Wang, Yanzhong Li
Any type of content formally published in an academic journal, usually following a peer-review process.
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(sp2)–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.