Ji Wangqin, Wu Hai-Hong, Li Wenbo, Zhang Junliang
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, 3663 N. Zhongshan Road, Shanghai 200062, China.
Chem Commun (Camb). 2021 May 4;57(36):4448-4451. doi: 10.1039/d1cc00960e.
A novel, simple, effective and rapid synthetic method to construct the C-2 trifluoromethylated indolinyl ketones via a copper-catalyzed cyclization reaction between N-alkylaniline and β-(trifluoromethyl)-α,β-unsaturated enones was developed. The results of the control experiments show that the reaction may involve a radical mechanism by a single-electron transfer process. Moreover, a broad substrate scope and good functional groups, high diastereoselectivities (dr, up to >20 : 1) as well as gram-scale synthesis make this approach highly attractive.
开发了一种新颖、简单、有效且快速的合成方法，通过铜催化的N-烷基苯胺与β-(三氟甲基)-α,β-不饱和烯酮之间的环化反应构建C-2三氟甲基化吲哚啉酮。对照实验结果表明，该反应可能通过单电子转移过程涉及自由基机理。此外，广泛的底物范围、良好的官能团兼容性、高非对映选择性（dr，高达>20:1）以及克级规模的合成使得该方法极具吸引力。
