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A simple method for the electrophilic cyanation of secondary amines.

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.

SUBMITTER: Zhu C 

PROVIDER: S-EPMC3907775 | biostudies-literature | 2014 Jan

REPOSITORIES: biostudies-literature

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A simple method for the electrophilic cyanation of secondary amines.

Zhu Chen C   Xia Ji-Bao JB   Chen Chuo C  

Organic letters 20131206 1

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. ...[more]

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