A Novel Formation of Phenyl-Substituted Pyridines by the Reaction of<i>N</i>-(Diphenylphosphinyl)-1-azaallyl Anions with α,β-Unsaturated Carbonyl Compounds. A New Synthetic Equivalent of Primary Vinylamines
作者:Tomoshige Kobayashi、Hiroshi Kawate、Hidetaka Kakiuchi、Hiroshi Kato
DOI:10.1246/bcsj.63.1937
日期:1990.7
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 equivalent of primary vinylamines.
N-膦酰基-1-氮杂烯丙基阴离子衍生自相应的亚胺或烯胺,与α,β-不饱和羰基化合物反应生成苯基取代的吡啶以及1-丙酮和1,5-戊二酮衍生物。描述了涉及一系列迈克尔加成和分子内氮杂-霍纳-维蒂希反应的合理机制,并且发现 1-氮杂烯丙基阴离子的行为与伯乙烯胺的合成等效物相同。