Synlett 2014; 25(07): 939-944
DOI: 10.1055/s-0033-1340837
letter
© Georg Thieme Verlag Stuttgart · New York

A Trifluoroacetic Acid Catalyzed Domino Reaction as an Approach to Amino Acid Derived 2,3-Dihydro-1H-1,5-benzodiazepines

Saurav Bera
a   Medicinal and Process Chemistry, CSIR-Central Drug Research Institute, Lucknow 226031, UP, India   eMail: gautam.panda@gmail.com   eMail: gautam_panda@cdri.res.in
,
Pancham S. Kandiyal
b   Sophisticated Analytical Instrumental Facility Division, CSIR-Central Drug Research Institute, Lucknow 226031, UP, India
,
Ravi S. Ampapathi
b   Sophisticated Analytical Instrumental Facility Division, CSIR-Central Drug Research Institute, Lucknow 226031, UP, India
,
Gautam Panda*
a   Medicinal and Process Chemistry, CSIR-Central Drug Research Institute, Lucknow 226031, UP, India   eMail: gautam.panda@gmail.com   eMail: gautam_panda@cdri.res.in
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Publikationsverlauf

Received: 14. Dezember 2013

Accepted after revision: 28. Januar 2014

Publikationsdatum:
11. März 2014 (online)


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This paper is dedicated to Prof. M. Periasamy on his 60th birthday.

Abstract

Trifluoroacetic acid catalyzed condensation of aromatic amines with substituted benzaldehydes followed by intramolecular cyclization furnishes a highly effective synthesis of amino acid derived 2,3-dihydro-1H-1,5-benzodiazepines. The strategy provides an efficient access to a library of benzodiazepines that can be explored for potential pharmaceutical or biological activities.

Supporting Information