Synthesis 2013; 45(1): 85-92
DOI: 10.1055/s-0032-1316828
paper
© Georg Thieme Verlag Stuttgart · New York

Efficient Synthesis of Imidazole-Fused Benzodiazepines Using Palladium-Catalyzed­ Intramolecular C–N Bond Formation Reaction

Sudipta Mitra
Department of Chemistry, CSIR-Indian Institute of Chemical Biology, 4, Raja S. C. Mullick Road, Kolkata 700 032, India   Fax: +91(33)24735197   eMail: partha@iicb.res.in
,
Heena Darira
Department of Chemistry, CSIR-Indian Institute of Chemical Biology, 4, Raja S. C. Mullick Road, Kolkata 700 032, India   Fax: +91(33)24735197   eMail: partha@iicb.res.in
,
Partha Chattopadhyay*
Department of Chemistry, CSIR-Indian Institute of Chemical Biology, 4, Raja S. C. Mullick Road, Kolkata 700 032, India   Fax: +91(33)24735197   eMail: partha@iicb.res.in
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Publikationsverlauf

Received: 07. November 2012

Accepted after revision: 26. November 2012

Publikationsdatum:
06. Dezember 2012 (online)


Abstract

An efficient three-step synthetic route to imidazole-fused benzodiazepines from imidazole-2-carbaldehyde is described. Application of intramolecular Buchwald–Hartwig cycloamination reaction in the final step is shown to be a convenient method for the synthesis of fused seven-membered diazacycles. The reactions proceeded smoothly with both aliphatic and aromatic amines.

Supporting Information

 
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