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An efficient Pd-catalyzed hydration of nitrile with acetaldoxime

โœ Scribed by Eun Sun Kim; Hoo Sook Kim; Jae Nyoung Kim


Book ID
104096517
Publisher
Elsevier Science
Year
2009
Tongue
French
Weight
516 KB
Volume
50
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


An efficient palladium-catalyzed protocol for the hydration of nitrile to amide with acetaldoxime has been developed. A plausible mechanism was suggested involving the first Pd(II)-catalyzed nitrile-oxime coupling and the following disruption of the intermediate into amide and acetonitrile in a concerted manner.


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Highly efficient Pd-catalyzed synthesis
โœ Hoo Sook Kim; Sung Hwan Kim; Jae Nyoung Kim ๐Ÿ“‚ Article ๐Ÿ“… 2009 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 808 KB

An expedient method of Pd-catalyzed conversion of aldoxime into nitrile was developed. The reaction was carried out under the influence of Pd(OAc) 2 /PPh 3 in refluxing CH 3 CN to provide good to high yields. The use of Cs 2 CO 3 (0.1-0.5 equiv) was crucial in some cases.