引用本文:
Xiao Dong Jia, Yan Ren, Cong Dde Huo, Wen Juan Wang, Xiang Ning Chen, Qiong Fu, Xi Cun Wang. Radical cation salts induced domino reaction of anilines with enol ethers:Synthesis of 1,2,3,4-tetrahydroquinoline derivatives[J]. Chinese Chemical Letters,
2011, 22(6): 671-674.
doi:
10.1016/j.cclet.2010.12.038
Citation: Xiao Dong Jia, Yan Ren, Cong Dde Huo, Wen Juan Wang, Xiang Ning Chen, Qiong Fu, Xi Cun Wang. Radical cation salts induced domino reaction of anilines with enol ethers:Synthesis of 1,2,3,4-tetrahydroquinoline derivatives[J]. Chinese Chemical Letters, 2011, 22(6): 671-674. doi: 10.1016/j.cclet.2010.12.038
Citation: Xiao Dong Jia, Yan Ren, Cong Dde Huo, Wen Juan Wang, Xiang Ning Chen, Qiong Fu, Xi Cun Wang. Radical cation salts induced domino reaction of anilines with enol ethers:Synthesis of 1,2,3,4-tetrahydroquinoline derivatives[J]. Chinese Chemical Letters, 2011, 22(6): 671-674. doi: 10.1016/j.cclet.2010.12.038
Radical cation salts induced domino reaction of anilines with enol ethers:Synthesis of 1,2,3,4-tetrahydroquinoline derivatives
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.
English
Radical cation salts induced domino reaction of anilines with enol ethers:Synthesis of 1,2,3,4-tetrahydroquinoline derivatives
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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Key words:
- Domino reaction
- / Radical cation salts
- / 1,2,3,4-Tetrahydroquinoline
- / Enol ether
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