4367-98-0Relevant articles and documents
Nucleophilic Attack at Heterocyclic Nitrogen: Unusual Reactivity of the Benzotriazole Heterocyclic Ring
Katritzky, Alan R.,Rachwal, Stanislaw,Offerman, Rick J.,Najzarek, Zbigniew,Yagoub, Ahmed K.,Zhang Yongmin
, p. 1545 - 1551 (2007/10/02)
Grignard reagents attack 1-imidoylbenzotriazoles at the imidoyl carbon atom and also at the benzotriazolyl N-2 and N-3 atoms leading to complex reaction mixtures, the composition of which allowed identification of the main reaction paths.Mechanisms are discussed.Previous examples of nucleophilic attack on pyridine-like nitrogen atoms are reviewed.The 1-imidoylbenzotriazoles were prepared from amides with benzotriazole and phosphoryl chloride.Amides derived from secondary amines give α-(benzotriazol-1-yl)enamines.
