Tetrahedron

A domino three-component condensation of ortho-haloacetophenones with urea or amines: a novel one-pot synthesis of halogen-substituted quinolines

C Qi, Q Zheng, R Hua

Index: Qi, Chuanmei; Zheng, Qingwei; Hua, Ruimao Tetrahedron, 2009 , vol. 65, # 7 p. 1316 - 1320

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Citation Number: 22

Abstract

Halogen-substituted quinolines have been synthesized in good yields by the condensation and cyclization of two molecules of ortho-haloacetophenones with urea or primary amines. The formation of halogen-substituted quinolines takes place through the unexpected catalyst- free cleavage of C (sp2)–X (X= Cl, Br), α-C (sp3)–H bonds and formation of C–C, C–N bonds in a selective manner. The attractive features of the present synthetic method for ...