4.5 Article

Three-Component Synthesis of α-Amino-α-aryl Carbonitriles from Arynes, Aroyl Cyanides, and N, N- Dimethylformamide

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2014, Issue 9, Pages 1832-1835

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201400040

Keywords

Multicomponent reactions; Arynes; Cyanides; Domino reactions; Amino carbonitriles

Funding

  1. National Nature Science Foundation of China [21272103, 21032005]

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A general and efficient synthesis of -amino--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 -amino--aryl carbonitriles in moderate to good yields with broad substrate scope. Moreover, this reaction could be performed under mild conditions with high atom economy.

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