title: Synthesis of Polysubstituted 2-Aminoimidazoles via Alkene-Diamination of Guanidine with Conjugated α-Bromoalkenones.
abstract: A step-economical access to polysubstituted aminoimidazoles has been accomplished via alkene vicinal C-N bonds formation of 2-bromo-2-alkenones with guanidine avoiding its NH-protection/derivatization prerequisite for electronic modulation. The approach has excellent substrate scope, is amenable to diverse guanidine-containing substrates, and introduces distinctive substitutions/functionalities into aminoimidazole core. It is also applicable to preparation of fused-imidazoles. The reaction involves a tandem pathway of aza-Michael addition, SN2, and a unique redox-neutral process, as evident by spectroscopic study and control experiments.
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER) , Sector 67, SAS Nagar (Mohali), Punjab 160062, India.
authors.forename: Sankar K
authors.identifier: 0000-0002-1817-2172
authors.initials: SK
authors.lastname: Guchhait
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER) , Sector 67, SAS Nagar (Mohali), Punjab 160062, India.
authors.forename: Neha
authors.initials: N
authors.lastname: Hura
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER) , Sector 67, SAS Nagar (Mohali), Punjab 160062, India.
authors.forename: Archana P
authors.initials: AP
authors.lastname: Shah