Journal
BULLETIN OF THE KOREAN CHEMICAL SOCIETY
Volume 31, Issue 3, Pages 582-587Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.5012/bkcs.2010.31.03.582
Keywords
Reductive decyanation; Carbon-carbon bond activation; Rhodium catalyst; Hydrosilane
Categories
Funding
- Program of Promotion of Environmental Improvement
- Special Coordination Funds for Promoting Science and Technology
- MEXT, Japan [20036035]
- Nagase Science and Technology Foundation
- Grants-in-Aid for Scientific Research [20036035] Funding Source: KAKEN
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A rhodium-catalyzed reductive cleavage reaction of carbon-cyano bonds is developed using hydrosilane as a mild reducing agent. A wide range of nitrites, including aryl, benzyl, and beta-hydrogen containing alkyl cyanides are applicable to this decyanation reaction. The method is also applicable to organic synthesis, in which benzyl cyanide is used as a benzyl anion equivalent and a cyano group functions as a removable ortho-directing group.
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