A simple method for the electrophilic cyanation of secondary amines

Chuo Chen, Chen Zhu, Ji Bao Xia

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

Bleach oxidizes trimethylsilyl cyanide to generate an electrophilic cyanating reagent that readily reacts with an amine nucleophile. This oxidative N-cyanation reaction allows for the preparation of disubstituted cyanamides from amines without using highly toxic cyanogen halides.

Original languageEnglish (US)
Pages (from-to)247-249
Number of pages3
JournalOrganic Letters
Volume16
Issue number1
DOIs
StatePublished - Jan 3 2014

Fingerprint

Amines
amines
Cyanamide
cyanamides
cyanogen
Nucleophiles
Poisons
nucleophiles
cyanides
halides
reagents
preparation
trimethylsilyl cyanide

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

A simple method for the electrophilic cyanation of secondary amines. / Chen, Chuo; Zhu, Chen; Xia, Ji Bao.

In: Organic Letters, Vol. 16, No. 1, 03.01.2014, p. 247-249.

Research output: Contribution to journalArticle

Chen, Chuo ; Zhu, Chen ; Xia, Ji Bao. / A simple method for the electrophilic cyanation of secondary amines. In: Organic Letters. 2014 ; Vol. 16, No. 1. pp. 247-249.
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