Journal
TETRAHEDRON LETTERS
Volume 53, Issue 35, Pages 4785-4788Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2012.06.146
Keywords
Cadogan-Sundberg; N-Ethoxyindole; N-Hydroxyindole; Nitrostilbene; Reductive cyclization
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Funding
- NIH/NIAID for Novel Small Molecule Inhibitors of Botulinum Neurotoxin A [5 U01 AI070430, 09/15/06-08/31/11]
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The Cadogan-Sundberg indole synthesis produces two major products from the treatment of 2-nitrostilbenes with triethyl phosphite, which are the 2-arylindoles and the corresponding 2-aryl-N-ethoxyindoles. We were interested in determining the origin of the oxygen atom in the 2-aryl-N-ethoxyindoles. In this study, we verify that this oxygen atom originates from the nitro group and not from the triethyl phosphite. (c) 2012 Published by Elsevier Ltd.
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