Litcius/Paper detail

KO<sup><i>t</i></sup>Bu-Mediated Reductive Cyanation of Tertiary Amides for Synthesis of α-Aminonitriles

Liwen Liu, Yu Liu, Xue Shen, Xiǎo Zhang, Shengqi Deng, Yang Chen

2022The Journal of Organic Chemistry11 citationsDOI

Abstract

A simple, mild, catalyst-free, and efficacious KOtBu-mediated reductive cyanation reaction of tertiary amides under hydrosilylation conditions has been described. A series of α-aminonitriles is obtained in moderate to high yield with good functional group tolerance. The reaction works well with a readily available amide substrate, a cheap and versatile base KOtBu, and a commercially available hydrosilane (EtO)3SiH and is convenient for workup and purification.

Topics & Concepts

CyanationChemistryHydrosilylationAmideYield (engineering)Combinatorial chemistryCatalysisReductive eliminationSubstrate (aquarium)Organic chemistryMedicinal chemistryGeologyMetallurgyOceanographyMaterials scienceAdvanced Synthetic Organic ChemistryAsymmetric Hydrogenation and CatalysisChemical Synthesis and Analysis