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Radical cation salts induced domino reaction of anilines with enol ethers:Synthesis of 1,2,3,4-tetrahydroquinoline derivatives

Radical cation salts induced domino reaction of anilines with enol ethers:Synthesis of 1,2,3,4-tetrahydroquinoline derivatives
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摘要 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. 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.
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2011年第6期671-674,共4页 中国化学快报(英文版)
基金 We thank NSFC(No.21002079) Project(No.20096203120002) supported by the Ministry of Education of the People's Republic of China.We also thank the third Knowledge and Technological Innovation Project(No.NWNUKJCXGC -03-75 and NWNU-KJCXGC-03-64) of Northwest Normal University for supporting our research
关键词 Domino reaction Radical cation salts 1 2 3 4-Tetrahydroquinoline Enol ether Domino reaction Radical cation salts 1 2 3 4-Tetrahydroquinoline Enol ether
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