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Synfacts 2007(12): 1253-1253
DOI: 10.1055/s-2007-991407
DOI: 10.1055/s-2007-991407
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York
Three-Component Synthesis of Furylnicotinamides and Isonicotinamides
A. Alizadeh*, Q. Oskueyan, S. Rostamnia
Tarbiat Modares University, Tehran, Iran
Further Information
Publication History
Publication Date:
22 November 2007 (online)
Significance
A three-component synthesis of nicotinamide and isonicotinamide from nicotinic/isonicotinic acid, acetylene, and isocyanides under mild conditions is reported. The reaction is proposed to proceed via an imidoyl carboxylate A, which, upon a Dimroth-type rearrangement and a [4+1] cyclization of B with isocyanides, leads to the desired products. The tolerance of functional groups and the scope of the reaction were not sufficiently explored.