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

Various 1-azaazulenes are synthesized from cycloheptatrienylmethyl ketone O-pentafluorobenzoyloximes by treatment,with a catalytic amount of Pd(dba)(2)-t-Bu3P (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.