Tetrahedron

Organometallic induced self-condensation of carboxamides

F Babudri, F Ciminale, L Di Nunno, S Florio

Index: Babudri, F.; Ciminale, F.; Nunno, L. Di; Florio, S. Tetrahedron, 1982 , vol. 38, # 4 p. 557 - 561

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Citation Number: 14

Abstract

N, N-Disubstituted carboxamides containing α-hydrogen atoms undergo self-condensation reaction simply on treatment with Grignard reagents or n-BuLi in THF room temp. The reaction is considerably influenced steric hindrance at the α-carbon and the condensing agent utilized. A possble Claisen-type mechanism is also reported.