The Retro Diels-Alder Reaction as a Valuable Tool for The Synthesis of Heterocycles

Author(s): Geza Stajer, Ferenc Csende, Ferenc Fulop

Journal Name: Current Organic Chemistry

Volume 7 , Issue 14 , 2003

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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.

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Article Details

Year: 2003
Page: [1423 - 1432]
Pages: 10
DOI: 10.2174/1385272033486369
Price: $58

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