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KHMDS Enhanced SmI2-Mediated Reformatsky Type alpha-Cyanation

  作者 ANKNER TOBIAS; FRIDENSAXIN MARIA; PEMBERTON NILS; SEIFERT TINA; GROTLI MORTEN; LUTHMAN KRISTINA; HILMERSSON GORAN  
  选自 期刊  Organic Letters;  卷期  2010年12-10;  页码  2210-2213  
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[摘要]A novel combination of SmI2, KHMDS, and TsCN can be utilized to introduce a cyano group into structurally diverse and highly sensitive 2-alkyl-chroman-4-ones. Subsequent oxidation allows the formed 2-alkyl-3-cyanochromones to be isolated in yields ranging from 49 to 77%. In addition, alpha-bromoketones and esters were found to undergo equally effective alpha-cyanation.

 
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