4’-氰基-1,1’-联苯-4-羧酸乙酯合成路线 (共 19 条)
反应条件
1: 4-iodobenzoic acid ethyl ester With isopropylmagnesium chloride lithium chloride complex in tetrahydrofuran T=-20°C; 0.5 h; Inert atmosphere; 2: para-bromobenzonitrile With dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine; palladium diacetate in tetrahydrofuran T=25°C; Kumada coupling reaction; 0.0833333 h; Inert atmosphere;
参考文献
Angewandte Chemie - International Edition, , vol. 48, # 1 p. 205 - 209
反应条件
Pd-PEPPSI-IPr in ethyl acetate T=25°C; Negishi Coupling Reaction; 2 h;
参考文献
LUDWIG-MAXIMILIANS-UNIVERSITAeT MUeNCHEN; KNOCHEL, Paul; BERNHARDT, Sebastian; MANOLIKAKES, Georg
Patent: WO2012/85168 A1, 2012 ;
Location in patent: Page/Page column 30; 33 ;
反应条件
1: 4-(ethoxycarbonyl)phenylmagnesium chloride in tetrahydrofuran; ethylene glycol dimethyl ether T=-20°C; 0.166667 h; 2: para-iodobenzonitrile With iron (III) acetylacetonate in tetrahydrofuran; ethylene glycol dimethyl ether T=-20 - 80°C; 3 h;
参考文献
Sapountzis, Ioannis; Lin, Wenwei; Kofink, Christiane C.; Despotopoulou, Christina; Knochel, Paul
Angewandte Chemie - International Edition, 2005 , vol. 44, # 11 p. 1654 - 1657
反应条件
manganese; cobalt (II) bromide; triphenylphosphine; trifluoroacetic acid in pyridine; N,N-dimethyl-formamide T=50°C;
参考文献
Angewandte Chemie - International Edition, , vol. 47, # 11 p. 2089 - 2092
反应条件
manganese; cobalt (II) bromide; triphenylphosphine; trifluoroacetic acid in pyridine; N,N-dimethyl-formamide T=50°C;
参考文献
Angewandte Chemie - International Edition, , vol. 47, # 11 p. 2089 - 2092
反应条件
Ni(Cl){2-(Ph2P)C6H4NCH(Ph)P(O)Ph2} in tetrahydrofuran; 1-methyl-pyrrolidin-2-one T=25°C; Negishi coupling reaction; 12 h; Inert atmosphere;
参考文献
Liu, Ning; Wang, Li; Wang, Zhong-Xia
Chemical Communications, 2011 , vol. 47, # 5 p. 1598 - 1600
反应条件
Ni(Cl){2-(Ph2P)C6H4NCH(Ph)P(O)Ph2} in tetrahydrofuran; 1-methyl-pyrrolidin-2-one T=70°C; Negishi coupling reaction; 12 h; Inert atmosphere;
参考文献
Liu, Ning; Wang, Li; Wang, Zhong-Xia
Chemical Communications, 2011 , vol. 47, # 5 p. 1598 - 1600
反应条件
1: 4-iodobenzoic acid ethyl ester With chloro-trimethyl-silane; ethylene dibromide; lithium chloride; zinc in tetrahydrofuran T=50°C; 10 h; Inert atmosphere; 2: 4-cyano-1-trifluoromethanesulfonyloxybenzene With PEPPSI-IPr catalyst in tetrahydrofuran T=25°C; Negishi cross-coupling; 4 h; Inert atmosphere;
参考文献
Sase, Shohei; Jaric, Milica; Metzger, Albrecht; Malakhov, Vladimir; Knochel, Paul
Journal of Organic Chemistry, 2008 , vol. 73, # 18 p. 7380 - 7382
反应条件
1: para-bromobenzonitrile With AlCl3, aluminium chloride; magnesium; lithium chloride in tetrahydrofuran T=25°C; 4 h; Schlenk techniqueInert atmosphere; 2: 4-bromo-benzoic acid ethyl ester With dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine; palladium diacetate in tetrahydrofuran T=50°C; 12 h; Schlenk techniqueInert atmosphere;
参考文献
Chemistry - A European Journal, , vol. 19, # 3 p. 828 - 833