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Syntheses of Three New Pyridyl Thienopyridine Ligands via the Hurtley Reaction

  作者 STEEN ROBERT O; NURKKALA LASSE J; DUNNE SIMON J  
  选自 期刊  Journal of Heterocyclic Chemistry;  卷期  2012年49-6;  页码  1290-1295  
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[摘要]The tridentate pyridyl thienopyridines 5-phenyl-7-(pyridin-2-yl)thieno[2,3-c]pyridine (L1), 7-(pyridin-2-yl)-5-(thiophen-2-yl)-thieno[2,3-c]pyridine (L2) and 5,7-di(pyridin-2-yl)thieno[2,3-c]pyridine (L3) have been synthesized via the Hurtley reaction. L1 and L2 were synthesized by condensing 3-bromothiophene-2-carboxylic acid with phenyl-1,3-butanedione and 1-thienyl-1,3-butanedione respectively. L3 was synthesized by condensing 3-bromothiophene-2-carboxylic acid with benzoylacetonitrile. Ring closure and a subsequent Negishi or Stille cross-coupling afforded L1, L2, and L3 in an overall yield of 20, 3, and 6%, respectively.

 
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