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Transition-Metal-Catalyzed Domino Reactions: Efficient One-Pot Regiospecific Synthesis of Highly Functionalized Polysubstituted Furans from Electron-Deficient Alkynes and 2-Yn-1-ols

  作者 CAO HUA; JIANG HUANFENG; HUANG HUAWEN  
  选自 期刊  Synthesis;  卷期  2011年2011-7;  页码  1019-1036  
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[摘要]Based on the reactive behavior of different transition-metal catalysts, three methods for the synthesis of highly functionalized polysubstituted furan derivatives are presented: (i) copper(I) iodide catalyzed regiospecific synthesis of furan aldehydes/ketones from alkynols and diethyl but-2-ynedioate under atmospheric pressure; (ii) nano-Cu2O-catalyzed domino process for the regioselective synthesis of alpha-carbonylfurans from readily accessible starting materials; (iii) silver-catalyzed one-pot cyclization in toluene at 50 degrees C for the synthesis of furan derivatives. It was notably that all the domino reactions were smooth under mild conditions with commercially available catalysts, and afforded highly functionalized furans in moderate to good yields. As we know, furans derivatives are extremely useful organic molecules used as synthetic building blocks for the synthesis of more elaborate heterocyclic compounds.

 
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