Work

Ring expansion of alkynyl cyclopropanes to highly substituted cyclobutenes via a N-sulfonyl-1,2,3-triazole intermediate

Year: 2012

Type: article

Abstract: Regioselective ring expansion of alkynyl cyclopropanes to highly substituted cyclobutenes was developed. The reaction involves a copper-catalyzed cycloaddition of an alkyne with an arylsulfonyl azide and a silver-catalyzed carbene formation followed by ring expansion of a cyclopropyl carbene intermediate.

Source: Chemical Communications

DOI: 10.1039/c2cc34609e

Authors: Renhe Liu, Min Zhang, Gabrielle Winston-McPherson, Weiping Tang

Institution: University of Wisconsin–Madison

Language: English

Topic: Cyclopropane Reaction Mechanisms

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: National Institute of General Medical Sciences

Award: Development of Cyclopropyl Metal Carbene Based Methods for Organic Synthesis