Synthesis and some transformations of 5‐benzotriazolyl‐3,4‐dihydropyrid‐2‐ones

Abstract 5‐(Benzotriazolyl)‐substituted 3,4‐dihydropyrid‐2‐ones were obtained by condensation of 4‐benzo‐triazolyl‐5‐phenyl(methyl)‐5‐oxopentanoic acids with benzyl or aryl amines. Dehydrogenation of 3,4‐dihydropyrid‐2‐ones resulted in 5‐benzotriazolyl‐substituted pyrid‐2‐ones and/or 5‐(phenylamino)pyrid‐2‐ones, products of nitrogen elimination from the benzotriazolyl substituent. In turn, 5‐benzotriazol‐1‐yl‐substituted pyrid‐2‐ones eliminated nitrogen under Graebe‐Ullmann conditions to give indolopyridones.