A facile two-step synthesis of thiophene end-capped aromatic systems |
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Authors: | Bunyarat Rungtaweevoranit Akkarapol Butsuri Krittaphat Wongma Karoon Sadorn Kitjanit Neranon Chakkrapan Nerungsi Tienthong Thongpanchang |
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Institution: | 1. Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Mahidol University, Rama 6 Road, Bangkok 10400, Thailand;2. National Center for Genetic Engineering and Biotechnology, National Science and Technology Development Agency, Thailand Science Park, Phathumthani 12120, Thailand |
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Abstract: | Thiophene end-capped aromatic analogues, that is, naphthothiophenes, naphthodithiophenes, pyrenothiophene, and benzotrithiophene, can be prepared from commercially available hydroxyarenes in two steps, including (1) a consecutive acid-mediated nucleophilic aromatic substitution of hydroxyarenes with 2-mercaptoethanol, followed by cyclization to form an arene-fused dihydrothiophene, and (2) oxidation of the dihydrothiophene unit to thiophene. |
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