Synthesis of some new 3-(iodophenyl) isocoumarins and their conversion to (dl)-3,4-dihydro-derivatives

Citation
A. Hussain et al., Synthesis of some new 3-(iodophenyl) isocoumarins and their conversion to (dl)-3,4-dihydro-derivatives, I J HET CHE, 8(3), 1999, pp. 189-192
Citations number
6
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN journal
09711627 → ACNP
Volume
8
Issue
3
Year of publication
1999
Pages
189 - 192
Database
ISI
SICI code
0971-1627(199901/03)8:3<189:SOSN3I>2.0.ZU;2-A
Abstract
3-(Iodophenyl) isocoumarins (7a-c) were synthesized by the condensation of homophthalic acid (5) with iodobenzoyl chlorides (6a-c) which on alkaline h ydrolysis gave keto-acids (8a-c). (dl)-3-(Iodophenyl)-3,4-dihydroisocoumari ns (11a-c) were obtained by reduction of keto-acids (8a-c) to racemic hydro xy-acids (10a-c) followed by cyclodehydration using acetic anhydride.