ZEOLITE-CATALYZED ACYLATION OF HETEROCYCLIC-COMPOUNDS - VI - ONE-STEPSYNTHESIS OF 3(BENZOFURAN-2-CARBONYL)PENTANE-2,4-DIONE FROM 2-ACETYLBENZOFURAN OVER HY-ZEOLITE

Authors
RICHARD F CARREYRE H COUSTARD JM BACHMANN C PEROT G
Citation
F. Richard et al., ZEOLITE-CATALYZED ACYLATION OF HETEROCYCLIC-COMPOUNDS - VI - ONE-STEPSYNTHESIS OF 3(BENZOFURAN-2-CARBONYL)PENTANE-2,4-DIONE FROM 2-ACETYLBENZOFURAN OVER HY-ZEOLITE, Tetrahedron, 54(49), 1998, pp. 14757-14766
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
49
Year of publication
1998
Pages
14757 - 14766
Database
ISI
SICI code
0040-4020(1998)54:49<14757:ZAOH-V>2.0.ZU;2-L
Abstract
The reaction between 2-acetylbenzofuran and acetic anhydride at 60 deg rees C in the presence of HY-zeolite (Si/Al = 16) led to a single fina l product:3-(benzofuran-2-carbonyl)pentane-2,4-dione resulting from tw o consecutive acylation steps on the side chain. It was obtained in a 90% purity at around 50% conversion of 2-acetylbenzofuran. Other minor products and intermediates were also identified. A mechanism is propo sed to account for the formation of the various products. (C) 1998 Els evier Science Ltd. All rights reserved.