Tetrahedron

Synthesis of pyrido [1, 2-a] benzimidazoles by photo-stimulated C–N bond formation via S RN 1 reactions

SM Barolo, Y Wang, RA Rossi, GD Cuny

Index: Barolo, Silvia M.; Wang, You; Rossi, Roberto A.; Cuny, Gregory D. Tetrahedron, 2013 , vol. 69, # 26 p. 5487 - 5494

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Citation Number: 11

Abstract

The photo-stimulated cyclization of 2-(2-halophenylamino) pyridines in liquid ammonia afforded pyrido [1, 2-a] benzimidazoles via SRN1 mediated C–N bond forming reactions in moderate to excellent yields (58–94%). This general synthetic strategy was also extended to a 2-(2-bromophenylamino) pyrazine to give pyrazino [1, 2-a] benzimidazole. Attempts to employ this reaction using N-(2-chlorophenyl)-3-isoquinolinamine, however, resulted in C ...

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