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Dibutyltin Dimethoxide‐Catalyzed Cyano Transfer to Aldehydes and Imines
Author(s) -
Yanagisawa Akira,
Matsumoto Takuya,
Kushihara Naoyuki,
Yoshida Kazuhiro
Publication year - 2010
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000409
Subject(s) - chemistry , cyanohydrin , benzophenone , catalysis , aniline , reactivity (psychology) , organic chemistry , condensation reaction , benzaldehyde , condensation , aldimine , nitrile , combinatorial chemistry , medicine , physics , alternative medicine , pathology , thermodynamics
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 α‐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 ® .