A new, stereoselective, ring-forming reaction of 1,2-ethanedithiol with N-acylated indoles |
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Authors: | Tsotinis Andrew Eleutheriades Andreas Bari Lorenzo Di Pescitelli Gennaro |
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Institution: | Faculty of Pharmacy, Department of Pharmaceutical Chemistry, University of Athens, Panepistimioupoli-Zografou, 157 71, Athens, Greece. tsotinis@pharm.uoa.gr |
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Abstract: | While attempting to prepare 2,5-dithiacyclopentyl derivatives from N-acyl 5-fluoroindole by reaction with 1,2-ethanedithiol we discovered that, instead of the expected product, annelation occurred to give a tricyclic compound containing a 3,6-dithiaazepine ring. This reaction is stereoselective and was found to be general for N-acylindoles, not being affected by substituents on the indole ring. |
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