N-Propargylation of secondary amines directly using calcium carbide as an acetylene source. (June 2017)

• Record Type: Journal Article
• Authors: Fu, Rugang; Li, Zheng
• Is Part Of: Journal of chemical research. Volume 41:Number 6(2017)
• Page Start: 341
• Page End: 345
• Publication Date: 2017-06
• Subjects: N-propargylation -- secondary amine -- calcium carbide -- acetylene source -- propargylic tertiary amine; Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.3184/174751917X14949427622099
• Languages: English
• ISSNs: 1747-5198

Abstract

A one-pot N -propargylation of secondary amines has been achieved by heating the amine with formaldehyde and calcium carbide in DMSO in the presence of CuCl as a catalyst. Fifteen examples of propargylic tertiary amines, 12 of which are novel, were efficiently prepared in yields of 65–84%. The advantages of the method are broad substrate scope and a simple work-up procedure.