PDF icon PDF herunterladen
Synthesis 1990; 1990(5): 401-402
DOI: 10.1055/s-1990-26886
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

A Mild Reduction of Azomethines with Zinc Borohydride. Synthetic Application to Tandem Alkylation-Reduction of Nitriles

Hiyoshizo Kotsuki* , Naka Yoshimura, Isao Kadota, Yasuyuki Ushio, Masamitsu Ochi
  • *Department of Chemistry, Faculty of Science, Kochi University, Akebono-cho, Kochi 780, Japan
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
17. September 2002 (online)

 als PDF herunterladen  Lizenzen und Reprints Alle Artikel dieser Rubrik
Preview

The reduction of Schiff bases; N-benzylidene- and N-(1-phenylethylidene)arylamines with zinc borohydride in diethyl ether gave the corresponding amines in excellent yield. N-benzylidene-benzyl- and cyclohexylamine, N-(1-phenylethylidene)- and N-(cyclohexylidene)cyclohexylamines, however, require additional treatment with 6 N HCl to liberate the amine-borane complex to give the corresponding amines in quanitative yield. The procedure was also applied in the tandem alkylation-reduction of nitriles to yield 1-phenylalkylamines in good yield.