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Facile Synthesis of Fully Substituted Dihydro-beta-carbolines via Bronsted Acid Promoted Cascade Reactions of alpha-Indolyl Propargylic Alcohols with Nitrones

  作者 WANG LU; XIE XIN; LIU YUANHONG  
  选自 期刊  Organic Letters;  卷期  2012年14-23;  页码  5848-5851  
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[摘要]A straightforward synthesis of fully substituted beta-carbolines via Bronsted acid promoted cyclizations of alpha-indolyl propargylic alcohols with nitrones is described. The use of nitrones bearing alkenyl or electron-rich aryl groups as the R-4 substituent dramatically switches the reaction pathway to afford tetrasubstituted alkenes and amines, which is assumed to proceed through a rearrangement reaction involving N-O bond cleavage and 1,2-migration of the R-4 group to an adjacent nitrogen atom,

 
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