title: Rapid two-step synthesis of benzimidazo[1',2':1,5]pyrrolo[2,3-c]isoquinolines by a three-component coupling reaction.
abstract: A two-step, three-component coupling reaction on ionic liquid supported 2-cyanomethylbenzimidazoles, methyl 2-formylbenzoate, and isocyanides under microwave activation is explored. Knoevenagel condensation of 2-cyanomethylbenzimidazole with methyl-2-formylbenzoate in the presence of piperidine catalyst is followed by [4+1] cycloaddition with an isocyanide in the next step. Consequent intramolecular δ-lactam formation allows rapid construction of novel aza-pentacycles, benzimidazo[1',2':1,5]pyrrolo[2,3-c]isoquinolines.
authors.affiliation: Department of Applied Chemistry, National Chiao-Tung University , Hsinchu 300-10, Taiwan.
authors.forename: Bharat D
authors.initials: BD
authors.lastname: Narhe
authors.forename: Min-Huan
authors.initials: MH
authors.lastname: Tsai
authors.forename: Chung-Ming
authors.initials: CM
authors.lastname: Sun
mesh_terms: D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques / Q000191:economics / Q000379:methods; D061565:Cycloaddition Reaction; D052578:Ionic Liquids / Q000737:chemistry; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000737:chemistry; D008872:Microwaves; D011758:Pyrroles / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D001562:Benzimidazoles; D052578:Ionic Liquids; D007546:Isoquinolines; D011758:Pyrroles