Nitriles under palladium-catalyzed hydrogenation conditions as substitutes for aldehydes in the reaction with 1,2-amino alcohols: Formation of 1,3-oxazolidines and reductive N-alkylation

✍ Scribed by Françoise Hénin; Stéphane Létinois; Jacques Muzart

• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 218 KB
• Volume: 38
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(97)01728-0

✦ Synopsis

At room temperature, the presence of hydrogen and catalytic amounts of Pd/C induced the formation of 1,3-oxazolidines from nitriles and 1,2-amino alcohols. The subsequent reductive cleavage of the NC-O bond of lhese heterocycles occurred under the same conditions. Thus, this methodology provides a new one-pot N-alkylation of 1,2-amino alcohols using nitriles as reagents with yields up to 98%.