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Synthesis 2005(11): 1881-1887  
DOI: 10.1055/s-2005-869950
PAPER
© Georg Thieme Verlag Stuttgart · New York

A Convenient Two-Step Synthesis of Amino Acid Derived Chiral 3-Substituted [1,4]Benzodiazepin-2-ones [1]

Jitendra Kumar Mishra, Gautam Panda*
Medicinal and Process Chemistry Division, Central Drug Research Institute, Lucknow-226001, UP, India
Fax: +91(522)2223405; Fax: +91(522)2223938; e-Mail: bapi.rm@yahoo.com; e-Mail: gautam_panda@lycos.com;
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Publication History

Received 14 December 2004
Publication Date:
20 June 2005 (online)

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Abstract

A new two-step route to chiral 3-substituted [1,4]benzodiazepin-2-ones is described, which involves the coupling of 2-nitrobenzyl bromide with a series of amino acids, followed by diazepine ring formation with Fe/AcOH at 110 °C.

Key words

3-substituted [1,4]benzodiazepin-2-ones - pyrrolo[2,1-c][1,4]benzodiazepin-2-ones - iron/acetic acid - amino acids - chiral

1

CDRI communication number 6708.

1

CDRI communication number 6708.