Tetrahedron

Lewis acid-promoted cascade reaction of primary amine, 2-butynedioate, and propargylic alcohol: a convenient approach to 1, 2-dihydropyridines and 1H-pyrrolo [3, 4 …

G Yin, Y Zhu, N Wang, P Lu, Y Wang

Index: Yin, Guangwei; Zhu, Yuanxun; Wang, Ningning; Lu, Ping; Wang, Yanguang Tetrahedron, 2013 , vol. 69, # 39 p. 8353 - 8359

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Citation Number: 10

Abstract

Abstract 1, 2-Dihydropyridine-5, 6-dicarboxylates were efficiently constructed through a cascade reaction of primary amine, 2-butynedioate and propargylic alcohol in the presence of Lewis acid under mild conditions. As exceptional, 1H-pyrrolo [3, 4-b] pyridine-5, 7 (2H, 6H)-diones were approached when the primary amine was methylamine. Possible mechanism for the formation of 1, 2-dihydropyridine skeleton is proposed. The process ...