Published January 1990 | Version v1
Journal article

Heterocyclics from quinones. I - The reaction of lapachol with primary alkyl amines

  • 1. Universidade Federal, Rio de Janeiro, RJ (Brazil). Centro de Ciencias da Saude

Description

A new route to naphth [1,2-d] oxazoles form naphthoquinones and primary alkyl amines is described. The reaction probably proceeds through the formation of an intermediate tautomeric 1,2-naphthoquinone of an intermediate tautomeric 1,2-naphthoquinone structure of lapachol. The reaction of benzylamine with β-lapachone also gives rise to functionalized oxazole. Nuclear magnetic resonance and infrared, ultraviolet and mass spectroscopy analysis are presented. (author)

Abstract (Portuguese)

Neste trabalho e descrito uma nova rota sintetica para oxazois substituidos, a partir de quinonas e alquilaminas. Mecanisticamente, e postulada a participacao de uma forma tautomerica do lapachol, do tipo 1,2-quinoidal. β-lapachona tambem forma oxazois substituidos. Apresentam-se analises de ressonancia magnetica nuclear e espectroscopia de infravermelho, ultra-violeta e de massa. (autor)

Additional details

Publishing Information

Journal Title
Journal of the Brazilian Chemical Society
Journal Volume
1
Journal Issue
1
Series
J. Braz. Chem. Soc.
Journal Page Range
22-27
ISSN
0103-5053
CODEN
JOCSE