Studies on the mechanism of the Cadogan-Sundberg indole synthesis |
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| Authors: | Helena Majgier-BaranowskaJohn D. Williams Bing LiNorton P. Peet |
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| Affiliation: | Department of Chemistry, Microbiotix, Inc., One Innovation Drive, Worcester, MA 01605-4332, USA |
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| Abstract: | 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. |
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| Keywords: | Cadogan-Sundberg N-Ethoxyindole N-Hydroxyindole Nitrostilbene Reductive cyclization |
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