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

Chinese Chemical Letters

Volumn 22, Issue 6, 2011, Pages 671-674

  Jia, Xiao Dong ^a,b   Ren, Yan ^a   Huo, Cong Dde ^a   Wang, Wen Juan ^a   Chen, Xiang Ning ^a   Fu, Qiong ^a   Wang, Xi Cun ^a  

^a NORTHWEST NORMAL UNIVERSITY   (China)

^b LANZHOU UNIVERSITY   (China)

Author keywords

1,2,3,4 Tetrahydroquinoline; Domino reaction; Enol ether; Radical cation salts

Indexed keywords

EID: 79953907765     PISSN: 10018417     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cclet.2010.12.038     Document Type: Article

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22. 3): δ 1.57-1.90 (m, 5H), 2.13-2.26 (m, 1H), 2.80-2.85 (m, 1H), 3.69-3.71 (m, 2H), 3.80-3.82 (m, 2H), 3.94-3.99 (m, 1H), 3.57 (d, 1H, J = 5.6 Hz), 6.63 (d, 1H, J = 8.0 Hz), 6.74-6.78 (m, 1H), 7.08-7.12 (m, 1H), 7.34 (d, 1H, J = 7.6 Hz); EI-MS m/z (relative intensity, %): 233 (22.1%), 174 (100%), 144 (16.3%), 130 (35.4%).
23. 3): δ 23.5, 23.7, 26.3, 31.2, 32.3, 32.4, 42.2, 42.3, 52.0, 66.6, 66.9, 75.2, 110.0, 115.9, 124.6, 130.9, 132.5, 143.8; EI-MS m/z (relative intensity, %): 383 (1.5%), 381 (1.1%), 254 (16.7%), 252 (18.6%), 210 (3.7%), 208 (2.7%), 143 (3.9%), 71 (100%). Crystallographic data for the structure analysis have been deposited at the Cambridge Crystallographic Data Centre as supplementary publication, CCDC No. 790498 for syn-4e.
24. 2+H: 392.9597, found: 392.9601.