Acetone Cyanohydrin as a Source of HCN in the Cu-Catalyzed Hydrocyanation of alpha-Aryl Diazoacetates
A procedure for the Cu-catalyzed hydrocyanation of alpha-aryl diazoesters has been developed using acetone cyanohydrin as a source of hydrogen cyanide (HCN). It was found that the addition of trimethylsilyl cyanide (TMSCN) significantly accelerates the conversion presumably by delivering free cyanide ion in situ, thus producing various types of alpha-aryl cyanoacetates in high yields under mild conditions.
- Publisher
- AMER CHEMICAL SOC
- Issue Date
- 2010-04
- Language
- English
- Article Type
- Article
- Keywords
WEAKLY COORDINATING ANIONS; H INSERTION REACTIONS; DIAZO-COMPOUNDS; ENANTIOSELECTIVE SYNTHESIS; QUATERNARY STEREOCENTERS; DIAZOCARBONYL COMPOUNDS; ASYMMETRIC CATALYST; RHODIUM CARBENOIDS; COPPER; DERIVATIVES
- Citation
JOURNAL OF ORGANIC CHEMISTRY, v.75, no.8, pp.2760 - 2762
- ISSN
- 0022-3263
- Appears in Collection
- CH-Journal Papers(저널논문)
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