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Electrooxidative cyclization of benzylideneaminothiophenols to the corresponding 2-arylbenzothiazoles.

  作者 Okimoto, Mitsuhiro;Yoshida, Takashi;Hoshi, Masayuki;Hattori, Kazuyuki;Komata, Masashi;Tomozawa, Kenta;Chiba, Tomohito;  
  选自 期刊  Heterocycles;  卷期  2008年75-1;  页码  35-42  
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[摘要]Several 2-(benzylidenamino)thiophenols were electrochem. oxidized in MeOH contg. NaOAc as the supporting electrolyte, to afford the corresponding 2-arylbenzothiazoles. The reaction proceeded via intramol. cyclization involving the formation of a new bond between the benzylic C of the substrate and the S of the thiol group. Based on the yields, room temp. and the use of 2 equiv NaOAc relative to the substrate as the supporting electrolyte were found to be the optimal reaction conditions. The electrooxidn. presumably involves a 2-electron oxidn. process.

 
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