School of Chemistry, University of Hyderabad, Hyderabad-500046, India.
Org Lett. 2015 Apr 17;17(8):1886-9. doi: 10.1021/acs.orglett.5b00570. Epub 2015 Apr 2.
The Ru(II)-catalyzed imidation of the o-C-H bond in arenes with N-tosyloxyphthalimide is realized with the assistance of a methyl phenylsulfoximine (MPS) directing group. This method is applicable to access the hitherto difficult o-C-H di-imidation products. The sequential C-N and C-C bond formation of o-C-H arenes creates peripherally decorated benzoic acid derivatives. The readily removable MPS-DG and easily modifiable phthaloyl moiety make this strategy synthetically viable for constructing highly functionalized C-N bearing arenes and heteroarenes.
在甲基苯磺酰亚胺(MPS)导向基团的协助下,实现了 Ru(II)催化芳基邻位 C-H 键与 N-对甲苯磺酰基邻苯二甲酰亚胺的酰亚胺化反应。该方法适用于获得迄今为止难以制备的邻位 C-H 双酰亚胺化产物。芳基邻位 C-H 的顺序 C-N 和 C-C 键形成,构建了外围取代的苯甲酸衍生物。易于去除的 MPS-DG 和可修饰的邻苯二甲酰基部分使得该策略在构建高度功能化的含 C-N 的芳烃和杂芳烃方面具有合成可行性。