Xu Murong, Yuan Yang, Wang Ye, Tao Qihai, Wang Chengyu, Li Yanzhong
Shanghai Key Laboratory of Green Chemistry and Chemical Processes School of Chemistry and Molecular Engineering , East China Normal University , 500 Dongchuan Road 200241 , Shanghai , China.
School of Chemistry and Chemical Engineering , Linyi University , Shuangling Road , Linyi , Shandong 276000 , China.
Org Lett. 2019 Aug 16;21(16):6264-6269. doi: 10.1021/acs.orglett.9b02145. Epub 2019 Jul 25.
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)-H bond functionalization of aromatic amides in the presence of Co(acac)/TBHP. Interestingly, β-functionalization of α-diazoketones was realized with a Co(OAc)/AgOAc catalyst system. Further intramolecular cyclization afforded the desired isoindolinones in good to excellent yields.
在无配体条件下使用钴催化剂，开发了α-重氮酮与芳族酰胺进行选择性α-或β-官能化的有效方法。在Co(acac)/TBHP存在下，通过芳族酰胺的C(sp)-H键官能化实现了α-重氮酮的正常α-官能化。有趣的是，使用Co(OAc)/AgOAc催化剂体系实现了α-重氮酮的β-官能化。进一步的分子内环化以良好至优异的产率得到了所需的异吲哚啉酮。
