Construction of Benzoxazinones from Anilines and Their Derivatives
Teng-Fei Zhao1, Xiao-Li Xu1, Wei-Yin Sun1
1Coordination Chemistry Institute, State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing National Laboratory of Microstructures, Collaborative Innovation Center of Advanced Microstructures, Nanjing University, Nanjing 210023, China.
Abstract:
Herein we report a strategy concerning Rh(III)-catalyzed direct ortho-C-H bond carbonylation to construct benzoxazinones from anilines and their derivatives with high atom economy. Interestingly, the corresponding amides were generated in situ from anilines when excess Ac2O was added and directed the following C-H bond carbonylation to form benzoxazinones. Extensive functional group tolerance can be achieved when the alkyl amide directing groups were installed. Moreover, this method allows convenient derivatization of some drugs with aryl amine groups to show its potential application.
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