Production of Quaternary α-Aminonitriles by Means of Indium-Catalyzed Three-Component Reaction of Alkynes, Amines, and Trimethylsilyl Cyanide

Yuta Hamachi; Moe Katano; Yohei Ogiwara; Norio Sakai

doi:10.1021/acs.orglett.6b00508

Production of Quaternary α-Aminonitriles by Means of Indium-Catalyzed Three-Component Reaction of Alkynes, Amines, and Trimethylsilyl Cyanide

Org Lett. 2016 Apr 1;18(7):1634-7. doi: 10.1021/acs.orglett.6b00508. Epub 2016 Mar 22.

Authors

Yuta Hamachi¹, Moe Katano¹, Yohei Ogiwara¹, Norio Sakai¹

Affiliation

¹ Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science (RIKADAI) , Noda, Chiba 278-8510, Japan.

PMID: 27001543
DOI: 10.1021/acs.orglett.6b00508

Abstract

A novel synthesis of α-aminonitriles is described via an indium-catalyzed three-component coupling reaction of alkynes, amines, and trimethylsilyl cyanide (Me3SiCN). Hydroamination of alkynes with a subsequent nucleophilic addition of Me3SiCN resulted in a novel approach to quaternary α-aminonitrile derivatives.

Publication types

Research Support, Non-U.S. Gov't