NOVEL HALOGENATION OF THIOPHENES WITH BENZENESELENINYL CHLORIDE AND ALUMINUM HALIDE |
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Authors: | Nobumasa Kamigata Takashi Suzuki Masato Yoshida |
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Institution: | Department of Chemistry, Faculty of Science , Tokyo Metropolitan University , Fukazawa, Setagaya-ku, Tokyo, 158, Japan |
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Abstract: | Abstract In the presence of aluminum halide, benzeneseleninyl chloride is an efficient Regioselective halogenating reagent for heterocyclic compounds such as thiophene, 2methylthiophene. 3-methylthiophene, 2,5-dimethylthiophene, and furan. In the case of pyrrole, no halogenated product was obtained. A plausible reaction mechanism involving a positive halogen intermediate is proposed. |
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Keywords: | Benzeneseleninyl chloride thiophenes regioselective halogenation halonium ion |
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