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NHC-Catalyzed Intramolecular Redox Amidation for the Synthesis of Functionalized Lactams

  作者 THAI KAREN; WANG LI; DUDDING TRAVIS; BILODEAU FRANCOIS; GRAVEL MICHEL  
  选自 期刊  Organic Letters;  卷期  2010年12-24;  页码  5708-5711  
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[摘要]A very efficient NHC-catalyzed lactamization reaction is reported. For most cases, the ring expansion reaction proceeds to cleanly furnish five- and six-membered N-Ts and N-Bn lactams, without the need for further purification. Evidence is presented suggesting a dual role for the stoichiometric base: (1) deprotonation of the triazolium precatalyst and (2) activation of the nitrogen leaving group through hydrogen bonding.

 
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