Nickel-catalyzed Cyanation of Aryl Halides and Triflates Using Acetonitrile C-CN Bond Cleavage Assisted by 1,4-bis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-dihydropyrazine

Overview

Journal Chem Sci

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2019 Feb 19

PMID 30774893

Citations 8

Authors

Yohei Ueda

Nagataka Tsujimoto

Taiga Yurino

Hayato Tsurugi

Kazushi Mashima

Affiliations

Soon will be listed here.

Abstract

We developed a non-toxic cyanation reaction of various aryl halides and triflates in acetonitrile using a catalyst system of [Ni(MeCN)](BF), 1,10-phenanthroline, and 1,4-bis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-dihydropyrazine (-Me-DHP). -Me-DHP was found to function as a reductant for generating nickel(0) species and a silylation reagent to achieve the catalytic cyanation C-CN bond cleavage.

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