Nh. Rama et al., SYNTHESIS OF SOME NEW 3-(CHLOROPHENYL)ISOCOUMARINS AND THEIR CONVERSION TO 3,4-DIHYDRO DERIVATIVES, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 37(4), 1998, pp. 338-341
Condensation of homophthalic acid 4 with chlorobenzoyl chlorides 5a-c
yields 3-(chlorophenyl)isocoumarins 6a-c which on alkaline hydrolysis
give the keto-acids 7a-c. (dl)-3-(Chlorophenyl)-3,4-dihydroisocoumarin
s 10a-c have been obtained by the reduction of 7a-c to racemic hydroxy
acids 9a-c followed by cyclodehydration using acetic anhydride.