Synthesis of 2,3-Disubstituted Indoles and Benzofurans by the Tandem Reaction of Rhodium(II)-Catalyzed Intramolecular C-H Insertion and Oxygen-Mediated Oxidation

Hongjuan Shen; Junkai Fu; Hao Yuan; Jianxian Gong; Zhen Yang

doi:10.1021/acs.joc.6b00611

Synthesis of 2,3-Disubstituted Indoles and Benzofurans by the Tandem Reaction of Rhodium(II)-Catalyzed Intramolecular C-H Insertion and Oxygen-Mediated Oxidation

J Org Chem. 2016 Nov 4;81(21):10180-10192. doi: 10.1021/acs.joc.6b00611. Epub 2016 May 24.

Authors

Hongjuan Shen¹, Junkai Fu¹, Hao Yuan¹, Jianxian Gong¹, Zhen Yang¹

Affiliation

¹ Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Shenzhen Graduate School of Peking University , Shenzhen 518055, China.

PMID: 27171797
DOI: 10.1021/acs.joc.6b00611

Abstract

A highly effective and straightforward method to construct a wide range of functionalized 2,3-disubstituted indoles has been developed. The method involves the tandem reaction of rhodium(II)-catalyzed denitrogenative annulation of triazole-based benzyl anilines and oxygen-mediated oxidative aromatization. The developed method can also be used to synthesize 2,3-disubstituted benzofurans by replacing the benzyl anilines with benzyl phenols.

Publication types

Research Support, Non-U.S. Gov't