Synthesis of 1-azaazulenes from cycloheptatrienylmethyl ketone O-pentafluorobenzoyloximes by palladium-catalyzed cyclization and oxidation

S Chiba, M Kitamura, O Saku, K Narasaka

Index: Chiba, Shunsuke; Kitamura, Mitsuru; Saku, Osamu; Narasaka, Koichi Bulletin of the Chemical Society of Japan, 2004 , vol. 77, # 4 p. 785 - 796

Full Text: HTML

Citation Number: 27

Abstract

Various 1-azaazulenes are synthesized from cycloheptatrienylmethyl ketone O- pentafluorobenzoyloximes by treatment with a catalytic amount of Pd (dba) 2–t-Bu 3 P (dba= dibenzylideneacetone) and triethylamine in the presence of MS 4A via alkylideneaminopalladium (II) intermediates generated by oxidative addition of the oximes to a Pd (0) complex.