Diels-Alder reaction of heterocyclic azadienes. 2. "Catalytic" Diels-Alder reaction of in situ generated enamines with 1,2,4-triazines: general pyridine annulation
β Scribed by Boger, Dale L.; Panek, James S.; Meier, Michael M.
- Book ID
- 121338984
- Publisher
- American Chemical Society
- Year
- 1982
- Tongue
- English
- Weight
- 366 KB
- Volume
- 47
- Category
- Article
- ISSN
- 0022-3263
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π SIMILAR VOLUMES
Inverse electron-demand Diels-Alder reactions of 1,2,4-triazines, where the dienophile is present in a sidechain tethered to the azadiene, can proceed with remarkable facility, leading to a variety of condensed pyridines (Scheme 1). Several recent publications from our laboratory have served to illu
Syntheses of several 6,6,6-tricyclic condensed pyridines and pyrazines utilizing intramolecular Diels-Alder reactions of 1,2,4-triazines with alkyne and nitrile dienophiles are detailed. The cyclizations are facilitated by the presence 01 conformationally restrictive planar aromatic rings in the cha