A Novel Formation of Phenyl-Substituted Pyridines by the Reaction of N-(Diphenylphosphinyl)-1-azaallyl Anions with α, β-Unsaturated Carbonyl Compounds. A New …

T Kobayashi, H Kawate, H Kakiuchi…

Index: Kobayashi, Tomoshige; Kawate, Hiroshi; Kakiuchi, Hidetaka; Kato, Hiroshi Bulletin of the Chemical Society of Japan, 1990 , vol. 63, # 7 p. 1937 - 1942

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Citation Number: 21

Abstract

The N-phosphinyl-1-azaallyl anions, which were derived from the corresponding imine or enamine, reacted with α, β-unsaturated carbonyl compounds to afford phenyl-substituted pyridines along with 1-propanone and 1, 5-pentanedione derivatives. A plausible mechanism involving a sequence of Michael addition and intramolecular aza-Horner-Wittig reaction is described, and the 1-azaallyl anions were found to behave as a synthetic ...