Synthesis of pyrroles by gold(I)-catalyzed amino-claisen rearrangement of N-propargyl enaminone derivatives

Akio Saito; Tomoyo Konishi; Yuji Hanzawa

doi:10.1021/ol902716n

Synthesis of pyrroles by gold(I)-catalyzed amino-claisen rearrangement of N-propargyl enaminone derivatives

Org Lett. 2010 Jan 15;12(2):372-4. doi: 10.1021/ol902716n.

Authors

Akio Saito¹, Tomoyo Konishi, Yuji Hanzawa

Affiliation

¹ Laboratory of Organic Reaction Chemistry, Showa Pharmaceutical University, 3-3165 Higashi-tamagawagakuen, Machida, Tokyo 194-8543, Japan. akio-sai@ac.shoyaku.ac.jp

PMID: 20025257
DOI: 10.1021/ol902716n

Abstract

The cationic N-heterocyclic carbene-gold(I) complex catalyzes the formation of tri- and tetrasubstituted pyrroles via the amino-Claisen rearrangement of N-propargyl beta-enaminone derivatives and the cyclization of alpha-allenyl beta-enaminone intermediates.

Publication types

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

MeSH terms

Amines / chemistry*
Catalysis
Cyclization
Molecular Structure
Organogold Compounds / chemistry*
Pyrroles / chemical synthesis*
Pyrroles / chemistry

Substances

Amines
Organogold Compounds
Pyrroles