title: New application of Pictet-Spengler reaction leading to the synthesis of an unusual seven-membered heterocyclic ring system.
abstract: A novel strategy for the Pictet-Spengler reaction is reported. Our strategy involves reaction of arylamines, linked to the N-1 of disubstituted imidazoles, with aldehydes in the presence of p-TsOH. The iminium ion generated in situ undergoes C-C bond formation with the C-5 of the imidazoles to furnish triazabenzoazulenes as a novel heterosystem. Our strategy differs from conventional Pictet-Spengler reaction since the latter utilizes only aliphatic amines in which the amine functionality is linked to a C instead of N of the activated aromatic moiety.
authors.affiliation: Division of Medicinal Chemistry, Central Drug Research Institute, Lucknow 226001, India. bijoy_kundu@yahoo.com
authors.forename: Bijoy
authors.initials: B
authors.lastname: Kundu
authors.forename: Devesh
authors.initials: D
authors.lastname: Sawant
authors.forename: Pankaj
authors.initials: P
authors.lastname: Partani
authors.forename: Amit P
authors.initials: AP
authors.lastname: Kesarwani