Synthesis
General procedure for the synthesis of 2-bromo-1-(3-methylphenyl)ethyl-1-one from 1-(bromoethynyl)-3-methylbenzene: A mixed solution of 1-(bromoethynyl)-3-methylbenzene (0.5 mmol), AgF (5 mol%), and water (1 eq.) in TFA (1 mL) was stirred and reacted for 6 hours at 40 °C. Upon completion of the reaction, the TFA was recovered by distillation for reuse. The reaction mixture was purified by column chromatography to afford the target product 2-bromo-1-(3-methylphenyl)ethyl-1-one.
References
[1] European Journal of Organic Chemistry, 2016, vol. 2016, # 1, p. 116 - 121
[2] Tetrahedron Letters, 2014, vol. 55, # 7, p. 1373 - 1375
[3] Journal of Organic Chemistry, 2013, vol. 78, # 18, p. 9190 - 9195
[4] Tetrahedron Letters, 2016, vol. 57, # 45, p. 4983 - 4986
[5] Tetrahedron, 2016, vol. 72, # 27-28, p. 3818 - 3822