Alkynes and Azides: Not Just for Click Reactions.

UNCG Author/Contributor (non-UNCG co-authors, if there are any, appear on document)
Mitchell Croatt, Assistant Professor (Creator)
Maria Elena Meza-Avina, Research Scientist (Creator)
The University of North Carolina at Greensboro (UNCG )
Web Site:

Abstract: We recently reported two unexplored reactivities of alkynes and azides. The first method reacts nucleophilic alkynes and electrophilic azides to synthesize sulfonyl-substituted 1,5-disubstituted-1,2,3-triazoles. The second method reacts electrophilic alkynes with nucleophilic azides to form alkynyl-azides that immediately extrude dinitrogen to form cyanocarbenes which were trapped by O-H insertion, sulfoxide complexation, and cyclopropanation. The design and discovery of these reactions, along with key observations, is discussed herein.

Additional Information

Language: English
Date: 2012
azides, alkynes, carbenes, umpolung, heterocycles, chemistry, biochemistry

Email this document to