Radical cation salts induced domino reaction of anilines with enol ethers:Synthesis of 1,2,3,4-tetrahydroquinoline derivatives |
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| Authors: | Xiao Dong Jia Yan Rena Cong Dde Huoa Wen Juan Wanga Xiang Ning Chena Qiong Fua Xi Cun Wanga a Key Laboratory of Eco-Environment-Related Polymer Materials Ministry of Education Gansu Key Laboratory of Polymer Materials College of Chemistry Chemical Engineering Northwest Normal University Lanzhou China b State Key Laboratory of Applied Organic Chemistry Lanzhou University Lanzhou China |
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| Institution: | a Key Laboratory of Eco-Environment-Related Polymer Materials, Ministry of Education, Gansu Key Laboratory of Polymer Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, China;b State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China |
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| Abstract: | A domino reaction of anilines with cyclic and acyclic enol ethers induced by catalytic amounts of TBPA·+（5 mol%） was investigated and a series of 2,4-disubstituted-1,2,3,4-tetrahydroquinolines were synthesized.Different from cyclic enol ethers, when acyclic enol ethers were used in the reaction,they serve as surrogates of acetaldehyde,producing a series of 2-methyl-4- anilino-1,2,3,4-tetrahydroquinolines.A single electron transfer mechanism was proposed to rationalize the products formation. |
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| Keywords: | Domino reaction Radical cation salts 1 2 3 4-Tetrahydroquinoline Enol ether |
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