One-pot synthesis and hydrokylaminolysis of asymmetrical acyclic nitrones


Coskun N., Parlar A.

SYNTHETIC COMMUNICATIONS, vol.35, no.18, pp.2445-2451, 2005 (Peer-Reviewed Journal) identifier identifier

  • Publication Type: Article / Article
  • Volume: 35 Issue: 18
  • Publication Date: 2005
  • Doi Number: 10.1080/00397910500191169
  • Journal Name: SYNTHETIC COMMUNICATIONS
  • Journal Indexes: Science Citation Index Expanded, Scopus
  • Page Numbers: pp.2445-2451

Abstract

Aromatic aldehydes 1 were reductively aminated to the corresponding secondary amines 2 using NaBH4 in methanol in good yields. Amines 2 were oxidized with H2O2-WO42- regioselectively to nitrones 3, the structures of which were easily determined by reacting them with hydroxylamine hydrochloride as well as by spectral means. The products of hydroxylaminolysis in ether proved to be the corresponding benzaldehyde oximes 4 and benzyl or methyl hydroxylamine hydrochlorides 5.