Synthesis of 4-acetylbenzoxazolin-2(3H)-one reported from Zea mays

被引:7
作者
Kluge, M [1 ]
Sicker, D [1 ]
机构
[1] Univ Leipzig, Inst Organ Chem, D-04103 Leipzig, Germany
来源
JOURNAL OF NATURAL PRODUCTS | 1998年 / 61卷 / 06期
关键词
D O I
10.1021/np970525d
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
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 catalytic hydrogenation to yield 2-amino-3-hydroxyacetophenone (3) in which a C=O unit is inserted by means of bis(trichloromethyl)carbonate (triphosgene) in the presence of triethylamine to afford 4 in 35% overall yield.
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页码:821 / 822
页数:2
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