One-pot synthesis of indole-fused scaffolds via gold-catalyzed tandem annulation reactions of 1,2-bis(alkynyl)-2-en-1-ones with indoles

Xin Xie; Xiangwei Du; Yifeng Chen; Yuanhong Liu

doi:10.1021/jo2017668

One-pot synthesis of indole-fused scaffolds via gold-catalyzed tandem annulation reactions of 1,2-bis(alkynyl)-2-en-1-ones with indoles

J Org Chem. 2011 Nov 4;76(21):9175-81. doi: 10.1021/jo2017668. Epub 2011 Oct 3.

Authors

Xin Xie¹, Xiangwei Du, Yifeng Chen, Yuanhong Liu

Affiliation

¹ State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, People's Republic of China.

PMID: 21939236
DOI: 10.1021/jo2017668

Abstract

The gold-catalyzed tandem cyclization of 1,2-bis(alkynyl)-2-en-1-ones with indoles offers an efficient and straightforward route to indole-fused polycyclic systems. The process is realized through a cascade carbonyl-yne cyclization/Friedel-Crafts/indole-yne cyclization sequence catalyzed by a single-pot catalyst of gold.

Publication types

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

MeSH terms

Alkynes / chemistry*
Catalysis
Cyclization
Gold / chemistry*
Indoles / chemical synthesis*
Indoles / chemistry
Molecular Structure

Substances

Alkynes
Indoles
Gold