A domino three-component condensation of ortho-haloacetophenones with urea or amines: a novel one-pot synthesis of halogen-substituted quinolines |
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Authors: | Chuanmei Qi |
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Affiliation: | Department of Chemistry, Tsinghua University, Innovative Catalysis Program, Key Laboratory of Organic Optoelectronics & Molecular Engineering of Ministry of Education, Beijing 100084, China |
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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 halogen-substituted quinolines include catalyst-free, one-pot process, easy availability of starting materials, and introduction of halogen on the quinoline ring for further transformation. |
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Keywords: | Amine Condensation o-Haloacetophenone Quinoline Urea |
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