Intramolecular Diels-Alder reactions of pyrimidines: Synthesis of tricyclic annelated pyridines

Intramolecular Diels-Alder reactions of pyrimidines: Synthesis of tricyclic annelated pyridines

2-(2-Trimethylsilylethynylphenyl-X)-pyrimidines ( 2, X= O, S, NAc, CH 2, CO) easily undergo intramolecular Diels-Alder reaction with inverse electron demand, to give tricyclic annelated pyridines in excellent yields. The synthesis of 2 and the cycloaddition reaction to give the tricyclic annelated...

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Veröffentlicht in:Tetrahedron 1989, Vol.45 (20), p.6511-6518
Hauptverfasser: Stolle, W.A.W., Marcelis, A.T.M., Koetsier, A., van der Plas, H.C.
Format: Artikel
Sprache:eng
Schlagworte:
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms
Laboratorium voor Organische chemie
Laboratory for Organic Chemistry
Organic Chemistry
Organische Chemie
Preparations and properties
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Zusammenfassung:2-(2-Trimethylsilylethynylphenyl-X)-pyrimidines ( 2, X= O, S, NAc, CH 2, CO) easily undergo intramolecular Diels-Alder reaction with inverse electron demand, to give tricyclic annelated pyridines in excellent yields. The synthesis of 2 and the cycloaddition reaction to give the tricyclic annelated pyridines is described. Graphic
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(01)89527-2