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Fused Arene Ring Construction Around Pyrrole To Form 4,7-Disubstitued Indole

  作者 NOJMAN ELZBIETA; LATOSGRAZYNSKI LECHOSLAW; SZTERENBERG LUDMILA  
  选自 期刊  European Journal of Organic Chemistry;  卷期  2012年-22;  页码  4115-4122  
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[摘要]A method for synthesizing 4,7-diarylindoles and 4,7-di(thien-2-yl)indole by applying a strategy where the fused benzene ring was built on an existing pyrrole in an acid-catalyzed rearrangement of 1,4-diaryl-1,4-di(pyrrol-2-yl)but-2-yne and 1,4-di(pyrrol-2-yl)-1,4-di(thien-2-yl)but-2-yne, respectively, is presented. In the presence of TFA (30 equiv.), 4,7-diarylindoles undergo thermodynamically equilibrated dimerization at 240 K as determined by 1H NMR spectroscopy and substantiated by DFT calculations.

 
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