2,2'-亚甲基双(4,4,5,5-四甲基-1,3,2-二氧杂戊硼烷)合成路线 (共 23 条)
反应条件
copper(l) iodide; lithium methanolate; triphenylphosphine in N,N-dimethyl-formamide
T=20°C; 24 h; Inert atmosphereSealed tube;
参考文献
Sun, Chunrui; Potter, Bowman; Morken, James P.
Journal of the American Chemical Society, 2014 , vol. 136, # 18 p. 6534 - 6537
反应条件
[Pt(PPh3)4] in diethyl ether
to Pt(PPh3)4 and bis(pinacolato)diborane(4) in Et2O was added slowly at 0°C diazomethane in Et2O, after 2 h soln. was warmed to room temp. and stirred overnight; solvent was removed under vac., residue was extd. with pentane, solvent was removed under vac., residue was chromed. on silica (10 percent Et2O - petroleum ether); elem. anal.;
参考文献
Ali, Hijazi Abu; Goldberg, Israel; Srebnik, Morris
Organometallics, 2001 , vol. 20, # 18 p. 3962 - 3965
反应条件
in tetrahydrofuran
overnight at 25 °C; evapn., recrystn. (ether, pentane), elem. anal.;
参考文献
Matteson, Donald S.; Moody, Robert J.
Organometallics, 1982 , vol. 1, p. 20 - 28
反应条件
potassium in benzene
soln. (pinacolato)BCH2I in benzene was added slowly to mixt. K and benzene and heated under reflux overnight; solids were filtered, solvent was removed under vac., products were purified by chromy. on silica (10 percent Et2O/petroleum ether); elem. anal.;
参考文献
Ali, Hijazi Abu; Goldberg, Israel; Srebnik, Morris
Organometallics, 2001 , vol. 20, # 18 p. 3962 - 3965
反应条件
Pd0(tris(tert-butyl)phosphine)2; potassium hydroxide in 1,4-dioxane; water
T=20°C; Suzuki coupling; 24 h; Inert atmosphere; chemoselective reaction;
参考文献
Endo, Kohei; Ohkubo, Takahiro; Ishioka, Takafumi; Shibata, Takanori
Journal of Organic Chemistry, 2012 , vol. 77, # 10 p. 4826 - 4831
反应条件
1: With Pd0(tris(tert-butyl)phosphine)2; potassium hydroxide in 1,4-dioxane; water
T=20°C; Suzuki-Miyaura Coupling; 12 h; Inert atmosphere;
2: With potassium hydroxide in 1,4-dioxane; water
T=60°C; Suzuki-Miyaura Coupling; 2 h; Inert atmosphere;
参考文献
Endo, Kohei; Ishioka, Takafumi; Ohkubo, Takahiro; Shibata, Takanori
Journal of Organic Chemistry, 2012 , vol. 77, # 17 p. 7223 - 7231
反应条件
1: 1-bromo-4-methoxy-benzene; bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methane With Pd0(tris(tert-butyl)phosphine)2; potassium hydroxide in 1,4-dioxane; water
T=20°C; Suzuki-Miyaura Coupling; 3 h; Inert atmosphere;
2: benzyl bromide With potassium hydroxide in 1,4-dioxane; water
T=60°C; Suzuki-Miyaura Coupling; 24 h; Inert atmosphere;
参考文献
Endo, Kohei; Ishioka, Takafumi; Ohkubo, Takahiro; Shibata, Takanori
Journal of Organic Chemistry, 2012 , vol. 77, # 17 p. 7223 - 7231
反应条件
1: With Pd0(tris(tert-butyl)phosphine)2; potassium hydroxide in 1,4-dioxane; water
T=20°C; Suzuki-Miyaura Coupling; 12 h; Inert atmosphere;
2: With potassium hydroxide in 1,4-dioxane; water
T=60°C; Suzuki-Miyaura Coupling; 5 h; Inert atmosphere;
参考文献
Endo, Kohei; Ishioka, Takafumi; Ohkubo, Takahiro; Shibata, Takanori
Journal of Organic Chemistry, 2012 , vol. 77, # 17 p. 7223 - 7231
反应条件
1: 1-bromo-4-methoxy-benzene; bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methane With Pd0(tris(tert-butyl)phosphine)2; potassium hydroxide in 1,4-dioxane; water
T=20°C; Suzuki-Miyaura Coupling; 3 h; Inert atmosphere;
2: 3-bromo-pyridine With potassium hydroxide in 1,4-dioxane; water
T=60°C; Suzuki-Miyaura Coupling; 16 h; Inert atmosphere;
参考文献
Endo, Kohei; Ishioka, Takafumi; Ohkubo, Takahiro; Shibata, Takanori
Journal of Organic Chemistry, 2012 , vol. 77, # 17 p. 7223 - 7231
反应条件
1: 1-bromo-4-methoxy-benzene; bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methane With Pd0(tris(tert-butyl)phosphine)2; potassium hydroxide in 1,4-dioxane; water
T=20°C; Suzuki-Miyaura Coupling; 3 h; Inert atmosphere;
2: para-bromotoluene With potassium hydroxide in 1,4-dioxane; water
T=60°C; Suzuki-Miyaura Coupling; 16 h; Inert atmosphere;
参考文献
Endo, Kohei; Ishioka, Takafumi; Ohkubo, Takahiro; Shibata, Takanori
Journal of Organic Chemistry, 2012 , vol. 77, # 17 p. 7223 - 7231