Gold(III)-catalyzed tandem reaction of O-arylhydroxylamines with 1,3-dicarbonyl compounds: highly selective synthesis of 3-carbonylated benzofuran derivatives

Yunkui Liu; Jianqiang Qian; Shaojie Lou; Zhenyuan Xu

doi:10.1021/jo101357d

Gold(III)-catalyzed tandem reaction of O-arylhydroxylamines with 1,3-dicarbonyl compounds: highly selective synthesis of 3-carbonylated benzofuran derivatives

J Org Chem. 2010 Sep 17;75(18):6300-3. doi: 10.1021/jo101357d.

Authors

Yunkui Liu¹, Jianqiang Qian, Shaojie Lou, Zhenyuan Xu

Affiliation

¹ State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology, Hangzhou 310014, People's Repubilc of China. ykuiliu@zjut.edu.cn

PMID: 20707352
DOI: 10.1021/jo101357d

Abstract

A highly regioselective protocol for the synthesis of 3-carbonylated benzofuran derivatives has been developed involving the gold(III)-catalyzed tandem condensation/rearrangement/cyclization reaction of O-arylhydroxylamines with 1,3-dicarbonyl compounds.

Publication types

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

MeSH terms

Benzofurans / chemical synthesis*
Benzofurans / chemistry
Catalysis
Cyclization
Gold / chemistry*
Hydroxylamines / chemistry*
Ketones / chemistry*
Molecular Structure
Stereoisomerism

Substances

Benzofurans
Hydroxylamines
Ketones
Gold