Tetrahedron

Highly selective and facile synthesis of dihydro-and tetrahydropyridine dicarboxylic acid derivatives using electroreduction as a key step

Y Kita, H Maekawa, Y Yamasaki, I Nishiguchi

Index: Kita, Yoshio; Maekawa, Hirofumi; Yamasaki, Yasuhiro; Nishiguchi, Ikuzo Tetrahedron, 2001 , vol. 57, # 11 p. 2095 - 2102

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Citation Number: 13

Abstract

Electroreduction of pyridinedicarboxylic acid derivatives 1a–g in methanol containing ammonium chloride using a divided cell brought about highly selective hydrogenation to give the corresponding dihydropyridines in good yields. From the electrolysis of dimethyl 2, 3-and 2, 5-pyridinedicarboxylates 1a, c, only the corresponding 1, 2-dihydropyridine derivatives 2a, c were obtained in a regioselective manner while that of 2, 4-, 2, 6-, and 3, ...