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Synthesis 2004(3): 373-376  
DOI: 10.1055/s-2004-815950
PAPER
© Georg Thieme Verlag Stuttgart · New York

A Facile Route to Pyrrolo[3′,4′:3,4]pyrido[1,2-a]benzimidazoles, Novel Heterocyclic­ Derivatives

Alexander D. Tereshchenkoa, Andrey A. Tolmachevb, Anton V. Tverdokhlebov*a
a Enamine Ltd. Co., I. Kudry str. 31, apt. 17, 02042, Kiev, Ukraine
e-Mail: atver@mail.univ.kiev.ua;
b Kiev National Taras Shevchenko University, Volodimirska str. 52, 01033, Kiev, Ukraine
Further Information

Publication History

Received 3 August 2003
Publication Date:
03 February 2004 (online)

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Abstract

The title system derivatives were prepared in two steps. Thus the condensation of 2-benzimidazoleacetonitrile with ethyl 4-chloro-3-oxobutanoate led to the 3-chloromethyl-1,5-dihydro-1-oxo­pyrido[1,2-a]benzimidazole-4-carbonitrile. Further amination of the obtained chloronitrile with primary amines yielded 1-amino-2,3-dihydro-2-R-5H-pyrrolo[3′,4′:3,4]pyrido[1,2-a]benzimidazol-5-ones.

Key words

alkylations - 2-benzimidazoleacetonitrile - heterocycles - pyrrolo[3′,4′:3,4]pyrido[1,2-a]benzimidazoles - ring closure