Synthesis of thienospiran derivatives and studies of regioselectivity in Friedel-Crafts acylation reaction

Citation
Pk. Sen et al., Synthesis of thienospiran derivatives and studies of regioselectivity in Friedel-Crafts acylation reaction, I J CHEM B, 38(6), 1999, pp. 648-656
Citations number
12
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
ISSN journal
03764699 → ACNP
Volume
38
Issue
6
Year of publication
1999
Pages
648 - 656
Database
ISI
SICI code
0376-4699(199906)38:6<648:SOTDAS>2.0.ZU;2-S
Abstract
Syntheses of several spiro[benzo[b]thiophen-6(5H),1'-cycloalkan]-4(7H)-ones (Type A) and spiro[benzo[b]thiophen-5,1' -cycloalkan]-4(5H)-ones (Type B) and their 2-alkyl derivatives are described. The regioselectivity in the Fr iedel-Crafts acylation of thiophenes with anhydride of various unsymmetrica lly substituted succinic acid having substituent(s) at the same carbon atom in two different solvents namely dichloromethane and nitrobenzene is studi ed. A plausible explanation of such regioselective acylation of thiophenes has been incorporated.