Selective N-Monovinylation of Primary Aromatic Amides Using Calcium Carbide as an Alkyne Source

摘要

An efficient method for the selective N-monovinylation of primary aromatic amides using calcium carbide as an alkyne source is described. A series of N-vinylbenzamides (enamides) were readily synthesized by this strategy. The salient features for this protocol are the use of inexpensive, easy-to-handle solid alkyne source, high chemoselectivity, transition metal catalyst-free, good functional group tolerance, and simple work-up procedures. These reactions can also be extended to the gram-scale level.