Regioselective Synthesis of 2,4-(Dioxobutyl)dihydroquinolines and -pyridines by Chloroformiate-Mediated Reaction of 1,3-Bis(Silyl Enol Ethers) with Quinolines and Pyridines
β Scribed by Langer, Peter; Albrecht, Uwe; Preuss, Anja; Schmidt, Andreas; Fischer, Christine
- Book ID
- 120088428
- Publisher
- Japan Institute of Heterocyclic Chemistry
- Year
- 2010
- Tongue
- English
- Weight
- 893 KB
- Volume
- 80
- Category
- Article
- ISSN
- 0385-5414
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π SIMILAR VOLUMES
Trimethylsilyl enol ethers ( 1 ) reacted with l-ethoxycarbonylpyridinium chloride (2 ) at 4-position with high rezoselectivity to afford l-ethoxycarbonyl-4-( 2-oxoalkyl )-1,4\_dihydropyridines ( 2 ) in 42 -8'7% yields. When 2, 2, 2-trichloroethyl chloroformate was employed, yields of the correspond
Benzopyrano[2,3-b]pyridines were efficiently prepared by condensation of 1,3-bis-silyl enol ethers with 3-cyanobenzopyrylium triflates and subsequent domino 'retro-Michael-lactonization-aldol' reactions.
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