Regiospecific Synthesis of 4-(2-Oxoalkyl)pyridines
โ Scribed by Katritzky, Alan R.; Zhang, Suoming; Kurz, Thomas; Wang, Mingyi; Steel, Peter J.
- Book ID
- 127336423
- Publisher
- American Chemical Society
- Year
- 2001
- Tongue
- English
- Weight
- 42 KB
- Volume
- 3
- Category
- Article
- ISSN
- 1523-7060
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๐ 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
Titanium enolates add to the 4-position of l-phenoxycarbonylpyridinium salts to give 1,4\_dihydropyridines; subsequent aromatization provides 4-(2-oxoalkyl)pyridines. Development of practical methods for directing nucleophiles to the 4-position of a pyridine ring has been a challenge to synthetic ch
Regiospecific synthesis of 4-substituted pyridines is attained y& alkylation of diisopropyl 1-ethoxycarbonyl-1, 4-dihydropyridine-4-phosphonate followed by treatment with butyllithium. The phosphonate is prepared directly from pyridine in one pot. Considerable efforts have been made to introduce sub