Amide synthesis by nucleophilic attack of vinyl azides.

نویسندگان

  • Feng-Lian Zhang
  • Yi-Feng Wang
  • Geoffroy Hervé Lonca
  • Xu Zhu
  • Shunsuke Chiba
چکیده

A method for the synthesis of amide-containing molecules was developed using vinyl azides as an enamine-type nucleophile towards carbon electrophiles, such as imines, aldehydes, and carbocations that were generated from alcohols in the presence of BF3 ⋅OEt2 . After nucleophilic attack of the vinyl azide, a substituent of the resulting iminodiazonium ion intermediate migrates to form a nitrilium ion, which is hydrolyzed to afford the corresponding amide.

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عنوان ژورنال:
  • Angewandte Chemie

دوره 53 17  شماره 

صفحات  -

تاریخ انتشار 2014