INVESTIGATION OF THE ACID-CATALYZED DIELS-ALDER REACTION OF FURAN-DERIVATIVES WITH BETA-FERROCENYL-ALPHA-ENONES

Authors
PROKESOVA M TOMA S KENNEDY A KNOX GR
Citation
M. Prokesova et al., INVESTIGATION OF THE ACID-CATALYZED DIELS-ALDER REACTION OF FURAN-DERIVATIVES WITH BETA-FERROCENYL-ALPHA-ENONES, Tetrahedron, 54(31), 1998, pp. 9175-9186
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
31
Year of publication
1998
Pages
9175 - 9186
Database
ISI
SICI code
0040-4020(1998)54:31<9175:IOTADR>2.0.ZU;2-S
Abstract
Attempts have been made on trifluoroacetic acid catalysed Diels-Alder reaction of furan, 2,5-dimethylfuran and 2.5-diphenylfuran with beta-f errocenyl-alpha-enones. No Diels-Alder products were isolated or detec ted but products from the Friedel-Crafts beta-alkylation of furan ring were prepared in some cases, Reaction with 1,3-diphenylbenzo[c]furan under the same conditions resulted in the formation of a formal [4+3] cycloaddition product containing 1.2-disubstituted ferrocene. (C) 1998 Elsevier Science Ltd. All rights reserved.