Organic Chemistry Portal

Abstracts

Search:

Conversion of Azides into Diazo Compounds in Water

Ho-Hsuan Chou and Ronald T. Raines*

*Department of Chemistry and Department of Biochemistry, University of Wisconsin-Madison, Madison, Wisconsin 53706, United States, Email: rtraineswisc.edu

H.-H. Chou, R. T. Raines, J. Am. Chem. Soc., 2013, 135, 14936-14939.

DOI: 10.1021/ja407822b


Abstract

A water-soluble phosphinoester mediates an efficient conversion of azides into diazo compounds in phosphate buffer at neutral pH and room temperature. High yields are maintained in the presence of common nucleophilic or electrophilic functional groups, and reaction progress can be monitored by colorimetry.

see article for more examples



Key Words

diazo compounds


ID: J48-Y2013