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Photooxygenation of 2-amino-3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophene
Authors:Ramazan Altundas  Mariusz Krawiec  William H Watson  Metin Balci
Institution:1. Department of Chemistry, Faculty of Arts and Sciences, Atatürk University, 25240, Erzurum, Turkey
2. Department of Chemistry, Texas Christian University, 76129, Fort Worth, Texas
Abstract:The photooxygenation of 2-amino-3-cyano-4,5,6,7-tetrahydro-benzob]thiopene1 was carried out in the presence of thiourea in order to reductively trap the intermediate; however, the rearranged compound 3-cyano-7-hydroxy-2-thio-2,4,5,6,7,7a-hexahydroindole2 was isolated. The structure, determined by X-ray crystallography, is described, and the mechanism for the formation of2 is discussed.
Keywords:
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