Oxidative triflamidation of allyl cyanide in nitrile solutions

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Abstract

The reaction of triflamide with allyl cyanide in benzonitrile and isobutyronitrile solutions in the presence of NBS has been studied. In both cases, the corresponding amidines - the products of the solvent incorporation are formed. In benzonitrile, depending on the reaction conditions, the isomeric N -(2-bromo-3-cyanopropyl)- N '-(triflyl)benzamidine and N -(1-bromo-3-cyanoprop-2-yl)- N '-(triflyl)benzamidine were obtained in various ratio. From the reaction in isobutyronitrile, N -(2-bromo-3-cyanopropyl)- N '-(triflyl)isobutyramidine and the product of diamination, N -[3-cyano-1-(triflamido)propyl]isobutyramide were isolated.

About the authors

A. S. Ganin

A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences

Email: ganin@irioch.irk.ru

M. M. Sobyanina

A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences

M. Yu. Moskalik

A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences

B. A. Shainyan

A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences

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