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

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

Z Shafiq, M Arfan, N H Rama, S Hameed, G Abbas and M T Hussain
INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, Vol.14(4), pp.277-280
01/04/2005

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
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.

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