Some reactions of 3-cyano (diethylaminocarbonyl, methoxycarbonyl) pyridines with organolithium reagents. Synthesis of stabilized 1, 2-, 1, 4-, and 1, 6- …

MGE Din, EE Knaus, CS Giam

Index: Din, M. Gamal El; Knaus, Edward E.; Giam, Choo-Seng Canadian Journal of Chemistry, 1982 , vol. 60, p. 1821 - 1827

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Citation Number: 4

Abstract

The reaction of 3-cyano 5 a, 3-diethylaminocarbonyl 5 b, and 3-methoxycarbonylpyridine 5 c with alkyllithiums 6 has been investigated as a method of preparing stable dihydropyridines. Reaction of 5 a with 6 affords a mixture of 1, 2-and 1, 6-dihydropyridines 10 and 11, whereas reaction of 5 b and 5 c with 6 yields a mixture of 1, 4-and 1, 6-dihydropyridines 11 and 12. The cyano and diethylaminocarbonyl substituents of 5 a and 5 b are relatively resistant ...