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Conversion of α-aminonitriles to amides by a new pinner type reaction

✍ Scribed by Bok Lee Young; Mo Goo Yang; Young Lee Youn; Keun Lee Jae

Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
125 KB
Volume
31
Category
Article
ISSN
0040-4039

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✦ Synopsis

a-Aminonitriles were converted exclusively to the amides by 2-mercaptoethanol in anhydrous THF at -78°C by bubbling dry HCl gas Nitrile compounds have been hydrolyzed to amides by base in alcohols by HCl in HCOOH 2a or MeOH2b. by hv3, or by Ni4a, COAX, or Pd4' ion cataly:Isor ::::~~~~' thermal decomposition of imidates to amides was also examined'. However, still the specific conversion of nitriles to the amides needs special attention.

Recently we reported a new mild method for the specific hydrolysis of nitrile compounds to the amides in a neutral buffer by employing 2-mercaptoethanol as a catalyst6. During

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We studied the nucleophilic addition of organocerium reagents to ␣-alkoxy hydrazones. The results depend upon the organocerium reagents, the nature of protection for the hydroxy group, and the solvents used. Contrary to Grignard reagents, organocerium reagents derived from Grignard reagents effectiv