181995-80-2Relevant articles and documents
Greener synthesis using hydrogen peroxide in ethyl acetate of alicyclic ring-fused benzimidazoles and anti-tumour benzimidazolequinones
Aldabbagh, Fawaz,Gurry, Michael,Keane, Lee-Ann J.,Sweeney, Martin
supporting information, p. 3565 - 3567 (2017/10/06)
Environmentally-friendly and cost effective hydrogen peroxide in ethyl acetate was used to prepare in high yields pyrrolo[1,2-a]benzimidazoles from commercial o-(pyrrolidin-1-yl)anilines without the requirement for organic-aqueous extraction and chromatography. Six, seven and eight membered ring-fused analogues were similarly obtained in high yields with methanesulfonic acid required for the pyrido[1,2-a]benzimidazole. Anti-tumour benzimidazolequinone derivatives were obtained in high yield via the cyclization of 3,6-dimethoxy-2-(cycloamino)anilines.
Synthesis of condensed heterocycles via cyclopropylimine rearrangement of cyclopropylazoles
Tomilov, Yury V.,Platonov, Dmitry N.,Frumkin, Aleksandr E.,Lipilin, Dmitry L.,Salikov, Rinat F.
supporting information; experimental part, p. 5120 - 5123 (2010/11/16)
Thermal cyclopropylimine rearrangement of cyclopropylazoles into condensed heterocycles and factors affecting the regioselectivity and conversion are reported. A method of conducting the reaction in the absence of solvents is developed. A series of 2-cyclopropylazoles, including novel examples, is synthesized and their transformations into the corresponding condensed heterocyclic compounds (2,3-dihydro-1H-pyrroles and 6,7-dihydro-5H-pyrrolo[2,1- b]thiazolium salts) are studied.
Chemistry of the pyrrolo[1,2-a]benzimidazole antitumor agents: Influence of the 7-substituent on the ability to alkylate DNA and inhibit topoisomerase II
Zhou, Ru,Skibo, Edward B.
, p. 4321 - 4331 (2007/10/03)
This study addresses the influence the 7-substituent on the cytotoxicity of pyrrolo[1,2-a]benzimidazole quinones possessing a 6-aziridinyl group (PBIs) and a 6-acetamido group (APBIs). Reduction of a PBI to the aziridinyl hydroquinone results in both nucl