A one-pot coupling/hydrolysis/condensation process to pyrrolo[1,2-a]quinoxaline

Qiliang Yuan; Dawei Ma

doi:10.1021/jo8008098

A one-pot coupling/hydrolysis/condensation process to pyrrolo[1,2-a]quinoxaline

J Org Chem. 2008 Jul 4;73(13):5159-62. doi: 10.1021/jo8008098. Epub 2008 Jun 4.

Authors

Qiliang Yuan¹, Dawei Ma

Affiliation

¹ Department of Chemistry, Fudan University, Shanghai 200433, China.

PMID: 18522423
DOI: 10.1021/jo8008098

Abstract

CuI/L-proline-catalyzed coupling of 2-halotrifluoroacetanilides with pyrrole-2-carboxylate esters in DMSO at 80-90 degrees C followed by in situ hydrolysis at 60 degrees C afforded pyrrolo[1,2-a]quinoxalines. Indole-2-carboxylate esters underwent the same process smoothly to provide the corresponding tetracyclic products.

Publication types

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

MeSH terms

Hydrolysis
Molecular Structure
Pyrroles / chemical synthesis*
Quinoxalines / chemical synthesis*

Substances

Pyrroles
Quinoxalines
pyrrolo(1,2-a)quinoxaline