The retro Diels-Alder reaction as a valuable tool for the synthesis of heterocycles

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

Applications of the retro Diels-Alder reaction (cycloreversion) under mild conditions for the laboratory preparation of heteromonocycles or condensed-ring heterocycles are reviewed. A new method utilizes diendo- or diexo-3-aminonorbornene-2-carboxylic acids and their derivatives for the formation of heterocyclic ring systems which are difficult to access by other routes or which can be prepared only in complicated multi-step procedures. The synthesis of substituted 1,3-dienes (e.g. furan derivatives) and O,N- or N,N-heterocycles (oxazoles, isoxazoles, pyrazoles, imidazoles, triazoles, pyrimidinones, oxazinones, pyridazinones etc) are discussed.

Original languageEnglish
Pages (from-to)1423-1432
Number of pages10
JournalCurrent Organic Chemistry
Volume7
Issue number14
DOIs
Publication statusPublished - Sep 2003

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Pyrimidinones
Oxazoles
Pyrazoles
Imidazoles
Derivatives
Isoxazoles
Triazoles
Carboxylic Acids
2-aminonorbornene
furan

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

The retro Diels-Alder reaction as a valuable tool for the synthesis of heterocycles. / Stájer, Géza; Csende, Ferenc; Fülöp, Ferenc.

In: Current Organic Chemistry, Vol. 7, No. 14, 09.2003, p. 1423-1432.

Research output: Contribution to journalArticle

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