Investigation of the acid catalysed Diels-Alder reactions of furan derivatives

M. Prokesova, S. Toma, A.R. Kennedy, G.R. Knox

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Attempts have been made on trifluoroacelJc acid catalysed Diels-Alder reaction of furan, 2,5-dimethylfuran and 2,5-diphenylfuran with ,8-ferroccnyl-a-enones. No Diels-Alder products were isolated or detected but products from the FriedeI-Crafls fl-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 ] cycioaddition product containing 1,2-disubstituted ferrocene.
Original languageEnglish
Pages (from-to)9175-9186
Number of pages11
JournalTetrahedron
Volume54
Issue number31
DOIs
Publication statusPublished - 30 Nov 1999

Keywords

  • trifluoroacelJc acid
  • Diels-Alder
  • furan ring
  • cycioaddition

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