钯/路易斯酸共催化（2-氨基芳基）（芳基）甲醇的环羰基化反应：通向3-芳基吲哚啉-2-酮的方法

Palladium/Lewis Acid Co-catalyzed Cyclocarbonylation of (2-Aminoaryl)(aryl)methanols: An Access to 3-Aryl-indolin-2-ones.

作者信息

Xie Tian, Hu Gendan, Zhang Shengjun, Xu Tongyu, Zeng Fanlong

机构信息

Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, National Demonstration Center for Experimental Chemistry Education, College of Chemistry & Materials Science, Northwest University, 1 Xuefu Road, Xi'an, Shaanxi 710127, P. R. China.

State Energy Key Laboratory of Clean Coal Grading Conversion, Modern Chemical Technology Department, Shaanxi Key Laboratory of Low Rank Coal Pyrolysis, Shaanxi Coal and Chemical Technology Institute Company Limited, Xi'an 710100, P. R. China.

出版信息

J Org Chem. 2023 Sep 1;88(17):12367-12375. doi: 10.1021/acs.joc.3c01103. Epub 2023 Aug 17.

DOI:10.1021/acs.joc.3c01103

PMID:37590397

Abstract

A benign approach to valuable 3-aryl-indolin-2-ones was developed based on palladium(II)/Lewis acid-cocatalyzed cyclocarbonylation of readily available (2-aminoaryl)(aryl)methanols. The protocol features producing water as the only byproduct, mild reaction conditions, and good efficiency, constituting an array of 3-arylindolin-2-ones in yields of 35 to 90%. The reaction can be easily scaled up to the gram scale in good yields.

摘要

基于钯（II）/路易斯酸共催化易于获得的（2-氨基芳基）（芳基）甲醇的环羰基化反应，开发了一种制备有价值的3-芳基吲哚-2-酮的温和方法。该方法的特点是以水作为唯一副产物生成，反应条件温和且效率高，能以35%至90%的产率合成一系列3-芳基吲哚-2-酮。该反应能够轻松放大至克级规模，且产率良好。