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

Research output: Contribution to journalArticlepeer-review

24 Citations (Scopus)

Abstract

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. Af-benzylidene-benzyl- and cyclohexylamine, N-(1-phenylethylidene)- and N-(cyclohexyl-idene)cyclohexylamines, however, require additional treatment with 6N 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.

Original languageEnglish
Pages (from-to)401-402
Number of pages2
JournalSynthesis (Germany)
Volume1990
Issue number5
DOIs
Publication statusPublished - 1990
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Fingerprint Dive into the research topics of 'A mild reduction of azomethines with zinc borohydride. Synthetic application to tandem alkylation-reduction of nitriles'. Together they form a unique fingerprint.

Cite this