Mt. Hussain et Nh. Rama, Synthesis of some new 3-(fluorophenyl) isocoumarins and their conversion to (dl)-3,4-dihydroisocoumarins, I J HET CHE, 8(2), 1998, pp. 99-102
3-(Fluorophenyl) isocoumarins (6a-c) were synthesized by the condensation o
f homophthalic acid (4) with fluorobenzoyl chlorides (5a-c) which on alkali
ne hydrolysis gave keto-acids (7a-c). (dl)-3-(Fluorophenyl)-3,4-dihydroisoc
oumarins (10a-c) were obtained by reduction of keto-acids (7a-c) to racemic
hydroxy-acids (9a-c) followed by cyclodehydration using acetic anhydride.