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1,2,3,4-Tetrahydroquinoline is used as an antioxidant and corrosion inhibitor. It is an active component in various dyes.
2-Metallation can be effected in a one-pot sequence via the Li carbamate: J. Chem. Soc., Perkin 1, 17 (1989); cf Indole, A14427.
1,2,3,4-Tetrahydroquinoline derivatives are oxidized to N-hydroxy lactams by H2O2 in the presence of tungstate ion: J. Org. Chem., 55, 1744 (1990):
Liu, J.; Liu, F.; Zhu, Y.; Ma, X.; Jia, X. Oxidative Povarov Reaction via sp3 C-H Oxidation of N-Benzylanilines Induced by Catalytic Radical Cation Salt: Synthesis of 2,4-Diarylquinoline Derivatives. Org. Lett. 2015, 17 (6), 1409-1412.
Jiang, H. Y.; Zheng, X. X. Phosphine-functionalized ionic liquid-stabilized rhodium nanoparticles for selective hydrogenation of aromatic compounds. Appl. Catal., A 2015, 499, 118-123.
Gefahrenhinweise (EU): H315-H319-H335
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.