Synthesis
GENERAL STEPS: PdNPore catalyst (1.1 mg, 2 mol%) was dissolved in acetonitrile (5 mL), followed by the addition of 3-methylquinoline (7.6 mg, 0.5 mmol). The reaction system was placed on a magnetic stirrer at 50 °C for 24 h under hydrogen (5 bar) atmosphere. Upon completion of the reaction, it was purified by column chromatography (silica gel, 200-300 mesh, ethyl acetate as eluent) to afford the target product 3-methyl-1,2,3,4-tetrahydroquinoline (61.1 mg) in 83% yield.
References
[1] Journal of the American Chemical Society, 2011, vol. 133, # 25, p. 9878 - 9891
[2] Advanced Synthesis and Catalysis, 2017, vol. 359, # 6, p. 933 - 940
[3] Chemical Communications, 2013, vol. 49, # 63, p. 7052 - 7054
[4] Advanced Synthesis and Catalysis, 2015, vol. 357, # 16-17, p. 3529 - 3537
[5] Organic Letters, 2013, vol. 15, # 7, p. 1484 - 1487
