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N-Propargylation of secondary amines directly using calcium carbide as an acetylene source

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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… Click to show full 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.

Keywords: secondary amines; propargylation secondary; calcium carbide

Journal Title: Journal of Chemical Research
Year Published: 2017

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