3-(4-氟苯基)-2-丙炔-1-醇合成路线 (共 11 条)
反应条件
triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide T=50°C; Sonogashira coupling; 3 h;
参考文献
Wessig, Pablo; Mueller, Gunnar; Herre, Robert; Kuehn, Andreas
Helvetica Chimica Acta, 2006 , vol. 89, # 11 p. 2694 - 2719
反应条件
1: 1-ethynyl-4-fluorobenzene With n-butyllithium in tetrahydrofuran; hexane T=-65°C; 1 h; Inert atmosphere; 2: formaldehyd in tetrahydrofuran; hexane T=-65 - 20°C;
参考文献
WO2013/110135 A1, ;
Page/Page column 80-81 ;
反应条件
tetrabutyl ammonium fluoride in tetrahydrofuran T=40°C; 20 h; Inert atmosphere;
参考文献
Everett, Renata K.; Wolfe, John P.
Organic Letters, 2013 , vol. 15, # 12 p. 2926 - 2929
反应条件
diisobutylaluminium hydride in tetrahydrofuran; hexane T=-78°C;
参考文献
Wadsworth, Donald H.; Geer, Susan M.; Detty, Michael R.
Journal of Organic Chemistry, 1987 , vol. 52, # 16 p. 3662 - 3668
反应条件
1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 14 h / 20 - 70 °C / |Inert atmosphere 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 h / 40 °C / |Inert atmosphere View Scheme
参考文献
Organic Letters, , vol. 15, # 12 p. 2926 - 2929
反应条件
1: 1.) AlCl3, 3.) NaHCO3 2: 1 N aq. HCl / CH2Cl2 3: 72 percent / diisobutylaluminum hydride / tetrahydrofuran; hexane / -78 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 52, # 16 p. 3662 - 3668
反应条件
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; diisopropylamine 1.) RT, 30 min, 2.) 60 deg C, 24 h; Yield givenMultistep reaction;
参考文献
Journal of Medicinal Chemistry, , vol. 42, # 11 p. 1999 - 2006
反应条件
1: 55 percent / pyridinium chlorochromate / CH2Cl2 / 1.5 h / Ambient temperature 2: 1.) n-butyllithium / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, RT 3: 72 percent / 10percent chromic acid / acetone / 0.5 h / Ambient temperature View Scheme
参考文献
Wadsworth, Donald H.; Geer, Susan M.; Detty, Michael R.
Journal of Organic Chemistry, 1987 , vol. 52, # 16 p. 3662 - 3668
反应条件
pyridinium chlorochromate in dichloromethane
1.5 h; Ambient temperature;
参考文献
Wadsworth, Donald H.; Geer, Susan M.; Detty, Michael R.
Journal of Organic Chemistry, 1987 , vol. 52, # 16 p. 3662 - 3668
反应条件
1: 3-[4-fluorophenyl]-2-propyn-1-ol With n-butyllithium in tetrahydrofuran
T=-78°C; 0.75 h;
2: ethyl bromoacetate in tetrahydrofuran
T=20°C; 12 h;
参考文献
Wessig, Pablo; Mueller, Gunnar; Herre, Robert; Kuehn, Andreas
Helvetica Chimica Acta, 2006 , vol. 89, # 11 p. 2694 - 2719