4.7 Article

Dibutyltin Dimethoxide-Catalyzed Cyano Transfer to Aldehydes and Imines

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 352, Issue 17, Pages 2918-2922

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201000409

Keywords

aldehydes; alpha-amino nitriles; cyanation; cyanohydrins; imines; tin

Funding

  1. Ministry of Education, Culture, Sports, Science and Technology, Japan

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A novel reaction involving cyano transfer from benzophenone cyanohydrin to aldehydes and imines was realized by using dibutyltin dimethoxide as a catalyst. Various cyanohydrins and alpha-amino nitriles were obtained in moderate to high yields by this reaction. Ketimines also showed remarkable reactivity as cyano acceptors under conventional reaction conditions. This catalytic reaction was further applied to a three-component condensation reaction of aldehydes, aniline, and benzophenone cyanohydrin in the presence of Drierite (R).

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