3-Dihalophenyl- and dihalobenzylisocoumarins (3a-c) were synthesized by condensation of homophthalic acid (1) with dihalobenzoyl- and dihalophenylacetyl chlorides (2a-c), respectively. The alkaline hydrolysis of these isocoumarins (2a-c) afforded keto-acids (4a-c). (dl)-3-(Dihalophenyl)- and (dl)-3-(dihalobenzyl)- 3,4-dihydroisocoumarins (6a-c) were obtained by reduction of keto-acids (4a-c) to racemic hydroxy-acids (5a-c) followed by cyclodehydration using acetic anhydride.
SHAFIQ, ZAHID; ARFAN, MUHAMMAD; RAMA, NASIM HASAN; HAMEED, SHAHID; ABBAS, GHULAM; and HUSSAIN, MUHAMMAD TAHIR (2005) "Synthesis of Some New Dihalophenyl- and Dihalobenzylisocoumarins and Their (dl)-3,4-Dihydroderivatives," Turkish Journal of Chemistry: Vol. 29: No. 3, Article 12. Available at: https://journals.tubitak.gov.tr/chem/vol29/iss3/12