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Synthesis of some new dihalophenyl- and dihalobenzylisocoumarins and their (dl)-3,4-dihydroderivatives
Journal article   Peer reviewed

Synthesis of some new dihalophenyl- and dihalobenzylisocoumarins and their (dl)-3,4-dihydroderivatives

Z Shafiq, M Arfan, N H Rama, S Hameed, G Abbas and M T Hussain
Turkish journal of chemistry, Vol.29(3), pp.321-325
01/01/2005

Abstract

Chemistry Chemistry, Multidisciplinary Engineering Engineering, Chemical Physical Sciences Science & Technology Technology
3-Dihalophenyl- and dihalobenzylisocoumarins (3a-c) were synthesized by condensation of hornophthalic 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.

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