(S)-(-)-1-(2-DIPHENYLPHOSPHINO-1-NAPHTHYL)ISOQUINOLINE合成路线 (共 15 条)
反应条件
1: bis-diphenylphosphine With Cl2Ni(1,2-bis(diphenylphosphino)ethane) in N,N-dimethyl-formamide T=20°C; 0.5 h; Heating; 2: 1-(2-trifluoromethanesulfonyloxy-1-naphthyl)isoquinoline in N,N-dimethyl-formamide T=100°C; 40 h;
参考文献
Lim, Chung Woo; Tissot, Olivier; Mattison, Andrew; Hooper, Mark W.; Brown, John M.; Cowley, Andrew R.; Hulmes, David I.; Blacker, A. John
Organic Process Research and Development, 2003 , vol. 7, # 3 p. 379 - 384
反应条件
1: bis-diphenylphosphine With copper(l) iodide; N-methyl-2-(methylamino)ethylamine in toluene T=20°C; 0.5 h; Inert atmosphere; 2: 1-(2-bromonaphthalen-1-yl)isoquinoline With caesium carbonate in toluene T=20 - 100°C; Buchwald reaction; Inert atmosphere;
参考文献
Allan, Kevin M.; Hong, Boram D.; Stoltz, Brian M.
Organic and Biomolecular Chemistry, 2009 , vol. 7, # 23 p. 4960 - 4964
反应条件
trichlorosilane; triethylamine in toluene 2 h; Heating;
参考文献
Alcock, Nathaniel W.; Brown, John M.; Hulmes, David I.
Tetrahedron: Asymmetry, 1993 , vol. 4, # 4 p. 743 - 756
反应条件
NiCl2((PPh3)P)2; zinc in N,N-dimethyl-formamide T=110°C; Phosphination; 24 h;
参考文献
Kwong, Fuk Yee; Chan, Albert S.C.; Chan, Kin Shing
Tetrahedron, 2000 , vol. 56, # 45 p. 8893 - 8899
反应条件
1: 90 percent / pyridine / CH2Cl2 / 2 h / 20 °C 2: 42 percent / Ni(PPh3)2Cl2; Zn / dimethylformamide / 24 h / 110 °C View Scheme
参考文献
Tetrahedron, , vol. 56, # 45 p. 8893 - 8899
反应条件
1: 86 percent / BBr3 / CH2Cl2 / Heating 2: 84 percent / DMAP / CH2Cl2 3: 60 percent / 1,3-bis(diphenylphosphino)propane, palladium acetate, NaHCO3 / dimethylsulfoxide / 20 h / 85 °C 4: 84 percent / trichlorosilane, Et3N / toluene / 2 h / Heating View Scheme
参考文献
Tetrahedron: Asymmetry, , vol. 4, # 4 p. 743 - 756
反应条件
1: Pd[P(o-tol)3]2; N-ethyl-N,N-diisopropylamine; (S,S)-iPr-DUPHOS / 1,4-dioxane; toluene / 100 °C / |Glovebox; |Inert atmosphere 2: 1,3,5-trimethyl-benzene / 150 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 135, # 45 p. 16829 - 16832
反应条件
1: Pd[P(o-tol)3]2; N-ethyl-N,N-diisopropylamine; (S,S)-iPr-DUPHOS / 1,4-dioxane; toluene / 100 °C / |Glovebox; |Inert atmosphere 2: 1,3,5-trimethyl-benzene / 150 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 135, # 45 p. 16829 - 16832
反应条件
1: 80 percent / phosphoryl chloride / CHCl3 / 2 h / Heating 2: 1.) tetrakis(triphenylphosphine)palladium<0>, 2.) 2 M aq. Na2CO3 / 1.) DME, 10 min, 2.) DME, EtOH, reflux, overnight 3: 86 percent / BBr3 / CH2Cl2 / Heating 4: 84 percent / DMAP / CH2Cl2 5: 60 percent / 1,3-bis(diphenylphosphino)propane, palladium acetate, NaHCO3 / dimethylsulfoxide / 20 h / 85 °C 6: 84 percent / trichlorosilane, Et3N / toluene / 2 h / Heating View Scheme
参考文献
Tetrahedron: Asymmetry, , vol. 4, # 4 p. 743 - 756
反应条件
1: 1.) tetrakis(triphenylphosphine)palladium<0>, 2.) 2 M aq. Na2CO3 / 1.) DME, 10 min, 2.) DME, EtOH, reflux, overnight 2: 86 percent / BBr3 / CH2Cl2 / Heating 3: 84 percent / DMAP / CH2Cl2 4: 60 percent / 1,3-bis(diphenylphosphino)propane, palladium acetate, NaHCO3 / dimethylsulfoxide / 20 h / 85 °C 5: 84 percent / trichlorosilane, Et3N / toluene / 2 h / Heating View Scheme
参考文献
Tetrahedron: Asymmetry, , vol. 4, # 4 p. 743 - 756