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Novel intramolecular Diels-Alder reactions of pyrimidines. Synthesis of heterocyclic annelated pyridines

✍ Scribed by August E. Frissen; Antonius T.M. Marcelis; Henk C. van der Plas

Publisher: Elsevier Science
Year: 1987
Tongue: French
Weight: 181 KB
Volume: 28
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)81049-2

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✦ Synopsis

Pyrimidines carrying a dienophilic side-chain at the 2 or 5 position undergo intramolecular Diels-Alder reactions to give heterocyclic annelated pyridines. Inverse electron demand Diels-Alder reactions of heterocyclic azadienes with electron-rich dienophiles are well documented'. Recently, the intramolecular version of these reactions 2 with 1,2,4,5-tetrazines and 1,2,&triazines has received considerable attention . However, intramolecular Diels-Alder cyclizations with pyrimidines have less intensively been investi-gated3.

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