Tetrasubstituted 2-imidazolones via Ag(I)-catalyzed cycloisomerization of propargylic ureas

Vsevolod A Peshkov; Olga P Pereshivko; Sweta Sharma; Thirumal Meganathan; Virinder S Parmar; Denis S Ermolat'ev; Erik V Van der Eycken

doi:10.1021/jo200789t

Tetrasubstituted 2-imidazolones via Ag(I)-catalyzed cycloisomerization of propargylic ureas

J Org Chem. 2011 Jul 15;76(14):5867-72. doi: 10.1021/jo200789t. Epub 2011 Jun 15.

Authors

Vsevolod A Peshkov¹, Olga P Pereshivko, Sweta Sharma, Thirumal Meganathan, Virinder S Parmar, Denis S Ermolat'ev, Erik V Van der Eycken

Affiliation

¹ Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, Katholieke Universiteit Leuven, Leuven, Belgium.

PMID: 21639124
DOI: 10.1021/jo200789t

Abstract

A one-pot protocol based on a Ag(I)-catalyzed cycloisomerization of propargylic ureas, derived from secondary propargylamines and isocyanates, was developed for the generation of the 2-imidazolone core.

Publication types

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

MeSH terms

Catalysis
Cyclization
Imidazoles / chemical synthesis*
Imidazoles / chemistry
Molecular Structure
Organometallic Compounds / chemistry*
Silver / chemistry*
Stereoisomerism
Urea / analogs & derivatives
Urea / chemistry*

Substances

Imidazoles
Organometallic Compounds
Silver
Urea