Photooxygenation of 2-amino-3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophene |
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Authors: | Ramazan Altundas Mariusz Krawiec William H. Watson Metin Balci |
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Affiliation: | (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 |
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Abstract: | The photooxygenation of 2-amino-3-cyano-4,5,6,7-tetrahydro-benzo[b]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. |
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Keywords: | Thiophene rearrangement photooxygenation singlet oxygen |
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