Flexible and practical synthesis of 3-oxyindoles through gold-catalyzed intermolecular oxidation of o-ethynylanilines

Chao Shu; Long Li; Xin-Yu Xiao; Yong-Fei Yu; Yi-Fan Ping; Jin-Mei Zhou; Long-Wu Ye

doi:10.1039/c4cc03565h

Flexible and practical synthesis of 3-oxyindoles through gold-catalyzed intermolecular oxidation of o-ethynylanilines

Chem Commun (Camb). 2014 Aug 14;50(63):8689-92. doi: 10.1039/c4cc03565h. Epub 2014 Jun 24.

Authors

Chao Shu¹, Long Li, Xin-Yu Xiao, Yong-Fei Yu, Yi-Fan Ping, Jin-Mei Zhou, Long-Wu Ye

Affiliation

¹ State Key Laboratory for Physical Chemistry of Solid Surfaces, The Key Laboratory for Chemical Biology of Fujian Province and Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, Fujian, P. R. China. longwuye@xmu.edu.cn.

PMID: 24958270
DOI: 10.1039/c4cc03565h

Abstract

A novel gold-catalyzed intermolecular oxidation of o-ethynylanilines has been developed. A range of functionalized 3-oxyindoles are readily accessed by utilizing this strategy. Importantly, this gold-catalyzed oxidative process outcompetes the typical indole formation.

Publication types

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

MeSH terms

Aniline Compounds / chemistry*
Catalysis
Cyclization
Gold / chemistry*
Indoles / chemistry*
Oxidation-Reduction

Substances

Aniline Compounds
Indoles
Gold