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One-pot synthesis using the supported reagent system Na2CO3/SiO2-PPA/SiO2: synthesis of benzo[b]thiophenes and naphthothiophenes.

  作者 Aoyama, Tadashi;Orito, Mami;Takido, Toshio;Kodomari, Mitsuo;  
  选自 期刊  Synthesis;  卷期  2008年-13;  页码  2089-2099  
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[摘要]A simple and efficient method was developed for the synthesis of benzo[b]thiophenes and naphtho[2,1-b]thiophenes from arenethiols and a-halo ketones using Na2CO3/SiO2-PPA/SiO2. Reaction of a-halo ketones with arenethiols is promoted by Na2CO3/SiO2 to afford a-sulfanyl ketones, which cyclize in the presence of PPA/SiO2 to give the corresponding thiophene-fused arenes in one-pot. The reaction using a-bromo acetals instead of a-halo ketones also gave the corresponding naphtho[2,1-b]thiophenes via a 3-step 1-pot reaction.

 
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