Coordination 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.
Org Lett. 2023 Jul 14;25(27):4968-4973. doi: 10.1021/acs.orglett.3c01511. Epub 2023 Jul 3.
Herein we report a strategy concerning Rh(III)-catalyzed direct -C-H bond carbonylation to construct benzoxazinones from anilines and their derivatives with high atom economy. Interestingly, the corresponding amides were generated from anilines when excess AcO 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.
在此，我们报告了一种 Rh(III)催化的直接 C-H 键羰基化策略，该策略可从苯胺及其衍生物中构建苯并恶嗪酮，具有高原子经济性。有趣的是，当加入过量的 AcO 时，相应的酰胺是由苯胺生成的，并指导后续的 C-H 键羰基化形成苯并恶嗪酮。当安装烷基酰胺导向基团时，可以实现广泛的官能团耐受性。此外，该方法允许方便地对一些具有芳基胺基团的药物进行衍生化，以显示其潜在的应用。
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