二(4,4'-二羟基)苯基乙炔合成路线 （共 13 条）
反应条件
1: With boron tribromide in dichloromethane
T=-20 - 20°C; Inert atmosphere;
2: With water in dichloromethane
Cooling with ice;
参考文献
KENT STATE UNIVERSITY; SUMMA HEALTH SYSTEM
Patent: WO2008/157745 A1, 2008 ;
Location in patent: Page/Page column 19 ;
反应条件
copper(l) iodide; palladium diacetate; triethylamine; triphenylphosphine in acetonitrile
T=20°C; Sonogashira coupling; Inert atmosphere;
参考文献
Chuentragool, Padon; Vongnam, Kunnigar; Rashatasakhon, Paitoon; Sukwattanasinitt, Mongkol; Wacharasindhu, Sumrit
Tetrahedron, 2011 , vol. 67, # 42 p. 8177 - 8182
反应条件
copper(l) iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine in 1,4-dioxane; water
T=80°C; Sonogashira coupling; 8 h;
参考文献
Yum, Eul Kgun; Son, Jong Woo; Kim, Soo Kwang; Kim, Sung Nam; Kim, Kyung Mahn; Lee, Chul Wee
Bulletin of the Korean Chemical Society, 2010 , vol. 31, # 7 p. 2097 - 2099
反应条件
1: 67 percent / concd. H2SO4 / acetic acid / 2 h / 5 °C
2: 66 percent / potassium tert-butoxide / 2 h / 195 °C
3: 64 percent / BBr3 / CH2Cl2 / 1.) -78 deg C, 45 min, 2.) overnight
View Scheme
参考文献
Kaufman, Robert J.; Sidhu, Ravinder S.
Journal of Organic Chemistry, 1982 , vol. 47, # 25 p. 4941 - 4947
反应条件
1: boron tribromide / dichloromethane / -78 - 20 °C / Inert atmosphere
2: water; acetone / 24.84 °C / UV-irradiation
View Scheme
参考文献
Kuzmanich, Gregory; Gard, Matthew N.; Garcia-Garibay, Miguel A.
Journal of the American Chemical Society, 2009 , vol. 131, # 32 p. 11606 - 11614
反应条件
1: 60 percent / triethylamine; CuI / Pd(PPh3)2Cl2 / 24 deg C, then 65 deg C
2: 69 percent / Mo(CO)6, 4-chlorophenol / various solvent(s) / 140 °C
View Scheme
参考文献
Pschirer, Neil Gregory; Bunz, Uwe H. F.
Tetrahedron Letters, 1999 , vol. 40, # 13 p. 2481 - 2484
反应条件
1.1: copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / 20 °C / Inert atmosphere
2.1: potassium fluoride; methanol / 2 h / 20 °C
3.1: copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / 6 h / 20 °C / Inert atmosphere
4.1: boron tribromide / dichloromethane / -20 - 20 °C / Inert atmosphere
4.2: Cooling with ice
View Scheme
参考文献
KENT STATE UNIVERSITY; SUMMA HEALTH SYSTEM
Patent: WO2008/157745 A1, 2008 ;
反应条件
1.1: copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / 6 h / 20 °C / Inert atmosphere
2.1: boron tribromide / dichloromethane / -20 - 20 °C / Inert atmosphere
2.2: Cooling with ice
View Scheme
参考文献
KENT STATE UNIVERSITY; SUMMA HEALTH SYSTEM
Patent: WO2008/157745 A1, 2008 ;
反应条件
1.1: potassium fluoride; methanol / 2 h / 20 °C
2.1: copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / 6 h / 20 °C / Inert atmosphere
3.1: boron tribromide / dichloromethane / -20 - 20 °C / Inert atmosphere
3.2: Cooling with ice
View Scheme
参考文献
KENT STATE UNIVERSITY; SUMMA HEALTH SYSTEM
Patent: WO2008/157745 A1, 2008 ;
反应条件
1: 66 percent / potassium tert-butoxide / 2 h / 195 °C
2: 64 percent / BBr3 / CH2Cl2 / 1.) -78 deg C, 45 min, 2.) overnight
View Scheme
参考文献
Kaufman, Robert J.; Sidhu, Ravinder S.
Journal of Organic Chemistry, 1982 , vol. 47, # 25 p. 4941 - 4947
