Tetrahedron Letters

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

K Akiba, Y Iseki, M Wada

Index: Akiba, Kin-ya; Iseki, Yuji; Wada, Makoto Tetrahedron Letters, 1982 , vol. 23, # 4 p. 429 - 432

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Citation Number: 77

Abstract

Abstract N-Ethoxycarbonylpyridinium chloride (1) reacted with RCu· BF 3 at 4-position with almost complete regioselectivity (better than 99%) to afford the corresponding 1, 4- dihydropyridine derivatives (2) in high yields (81≈ 94%). The dihydropyridines were readily oxidized by oxygen to give 4-alkylpyridines (4: 38≈ 68% yields).