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Three-component synthesis of α-amino-α-aryl carbonitriles from arynes, aroyl cyanides, and N,N-dimethylformamide

  • Chao Zhou
  • , Jing Wang
  • , Jisong Jin
  • , Ping Lu*
  • , Yanguang Wang
  • *Corresponding author for this work
  • Zhejiang University

Research output: Contribution to journal › Article › peer-review

Abstract

A general and efficient synthesis of α-amino-α-aryl carbonitriles through the three-component reaction of arynes, aroyl cyanides, and DMF in a single step is described. DMF was not only used as the solvent, but it also participated in the reaction as a component. Used as the cyanide sources, the aroyl cyanides solved the toxicity and solubility problems associated with the use of HCN or metal cyanides in the Strecker synthesis. This procedure furnished α-amino-α-aryl carbonitriles in moderate to good yields with broad substrate scope. Moreover, this reaction could be performed under mild conditions with high atom economy.

Original languageEnglish
Pages (from-to)1832-1835
Number of pages4
JournalEuropean Journal of Organic Chemistry
Volume2014
Issue number9
DOIs
Publication statusPublished - Mar 2014
Externally publishedYes

Keywords

  • Amino carbonitriles
  • Arynes
  • Cyanides
  • Domino reactions
  • Multicomponent reactions

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