A new, stereoselective, ring-forming reaction of 1,2-ethanedithiol with N-acylated indoles
| Autor: | Andrew Tsotinis, Gennaro Pescitelli, Andreas Eleutheriades, Lorenzo Di Bari |
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| Rok vydání: | 2007 |
| Předmět: |
Models
Molecular Annulation Ketone Indoles Magnetic Resonance Spectroscopy Stereochemistry EFFICIENT Stereoisomerism Ring (chemistry) MELATONIN RECEPTORS DERIVATIVES Acylation chemistry.chemical_compound Sulfhydryl Compounds Mercaptoethanol Indole test chemistry.chemical_classification Molecular Structure Organic Chemistry 1 2-Ethanedithiol Reference Standards chemistry Cyclization Stereoselectivity |
| Zdroj: | The Journal of organic chemistry. 72(23) |
| ISSN: | 0022-3263 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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