Journal
TETRAHEDRON LETTERS
Volume 54, Issue 46, Pages 6192-6195Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2013.08.125
Keywords
Fused triazoles; 1,4-Benzodiazepine; Azide-alkyne cycloaddition; Ullmann C-N coupling; CuI; o-Azido-benzylbromide; N-Propargylated aniline
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Funding
- CSIR (New Delhi)
- UGC (New Delhi)
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An approach to the synthesis of triazolo[1,5-a][1,4]benzodiazepines comprising copper catalyzed tandem Ullmann C-N coupling followed by azide-alkyne cycloaddition has been described. The reaction of o-azidobenzylbromide and N-propargylated aniline derivatives in the presence of CuI and base leads to the formation of triazolo[1,5-a][1,4]benzodiazepines. The reaction has been successfully generalized by synthesizing a number of triazolo[1,5-a][1,4]benzodiazepine derivatives in good to excellent yields. (C) 2013 Elsevier Ltd. All rights reserved.
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