Tetrahedron

Novel approach to synthesis of substituted 3-aminoquinolines from nitroarenes and protected ethyl aminocrotonate

R Bujok, A Kwast, P Cmoch, Z Wróbel

Index: Bujok, Robert; Kwast, Andrzej; Cmoch, Piotr; Wrobel, Zbigniew Tetrahedron, 2010 , vol. 66, # 3 p. 698 - 708

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Citation Number: 14

Abstract

The addition of mono-and dianions of ethyl N-pivaloyl-3-aminocrotonate to substituted nitroarenes, followed by action of silylating or acylating agent, leads to 3-aminoquinoline carboxylic acid derivatives. Hydrolysis and decarboxylation of the latter, carried out efficiently under relatively mild conditions, afford 3-aminoquinolines diversely substituted in the benzo-fused ring.

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