SYNTHESIS OF 4-ACETYLBENZOXAZOLIN-2(3H)-ONE REPORTED FROM ZEA-MAYS

Authors
KLUGE M SICKER D
Citation
M. Kluge et D. Sicker, SYNTHESIS OF 4-ACETYLBENZOXAZOLIN-2(3H)-ONE REPORTED FROM ZEA-MAYS, Journal of natural products, 61(6), 1998, pp. 821-822
Citations number
8
Categorie Soggetti
Chemistry Medicinal","Plant Sciences","Pharmacology & Pharmacy",Chemistry
Journal title
Journal of natural products → ACNP
ISSN journal
01633864
Volume
61
Issue
6
Year of publication
1998
Pages
821 - 822
Database
ISI
SICI code
0163-3864(1998)61:6<821:SO4RFZ>2.0.ZU;2-9
Abstract
A three-step alternative synthesis of 4-acetylbenzoxazolin-2(3H)-one ( 4) is reported. Starting from inexpensive 3-hydroxyacetophenone (1) 3- hydroxy-2-nitroacetophenone (2) is prepared by nitration followed by c atalytic hydrogenation to yield 2-amino-3-hydroxyacetophenone (3) in w hich a C=O unit is inserted by means of bis(trichloromethyl)carbonate (triphosgene) in the presence of triethylamine to afford 4 in 35% over all yield.