Synthesis of 2, 3-dihydro-1H-pyrrolo [1, 2-a] benzimidazoles via the cyclopropyliminium rearrangement of substituted 2-cyclopropylbenzimidazoles

…, DN Platonov, AE Frumkin, DL Lipilin, YV Tomilov

Index: Salikov, Rinat F.; Platonov, Dmitry N.; Frumkin, Aleksandr E.; Lipilin, Dmitry L.; Tomilov, Yury V. Tetrahedron, 2013 , vol. 69, # 16 p. 3495 - 3505

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Citation Number: 9

Abstract

2-Cyclopropylbenzimidazole derivatives with various substituents in the small ring undergo cyclopropyliminium rearrangement into 2, 3-dihydropyrrolobenzimidazoles substituted at positions 1, 2 or 3. The substrates containing a functional group in position 1 of the cyclopropane ring form products substituted at position 3. Substituents at position 2 in most cases lead to the formation of a mixture of isomers. The reaction can be directed to yield ...