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Regioselective synthesis of 4-alkylpyridines via 1,4-dihydropyridine derivatives from pyridine

โœ Scribed by Kin-ya Akiba; Yuji Iseki; Makoto Wada

Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
282 KB
Volume
23
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

N-Ethoxycarbonylpyridinium chloride (A) reacted with RCu. BF3 at 4position with almost complete regioselectivity ( better than 99% ) to afford the corre-

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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