Journal of Natural Products 1998-Jun
Synthesis of 4-acetylbenzoxazolin-2(3H)-one reported from zea mays
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نبذة مختصرة
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.