4-(4,4,5,5-四甲基-1,3,2-二氧杂硼烷-2-基)氟苯合成路线 (共 26 条)
反应条件
n-butyllithium in tetrahydrofuran; hexane T=-50 - 23°C; 4 h; Inert atmosphereFlow reactor;
参考文献
Murray, Philip R. D.; Browne, Duncan L.; Pastre, Julio C.; Butters, Chris; Guthrie, Duncan; Ley, Steven V.
Organic Process Research and Development, 2013 , vol. 17, # 9 p. 1192 - 1208
反应条件
1: tBuCH2CH2B(H)NiPr2; 4-fluorobenzenediazonium tetrafluoroborate With biscyclopentadienyliron(II) in acetonitrile T=20°C; 2.5 h; 2: With methanol in acetonitrile T=0 - 20°C; 1 h; 3: 2,3-dimethylbutane-2,3-diol in diethyl ether; acetonitrile T=20°C; 4 h; Reagent/catalyst;
参考文献
UNIVERSITE DE BORDEAUX 1; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; PUCHEAULT, Mathieu Jonathan Damien; MARCIASINI, Ludovic Daniel Alain; VAULTIER, Michel
Patent: WO2014/9169 A1, 2014 ;
Location in patent: Page/Page column 60 ;
反应条件
potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in acetonitrile T=80°C; Microwave irradiation;
参考文献
WO2011/149950 A2, ;
Page/Page column 136-137 ;
WO 2011/149950 A2
反应条件
sodium sulfate in tetrahydrofuran T=20°C; 24 h; Schlenk techniqueInert atmosphere;
参考文献
Asachenko, Andrey F.; Sorochkina, Kristina R.; Dzhevakov, Pavel B.; Topchiy, Maxim A.; Nechaev, Mikhail S.
Advanced Synthesis and Catalysis, 2013 , vol. 355, # 18 p. 3553 - 3557
反应条件
tert.-butylnitrite in acetonitrile T=80°C; 2 h;
参考文献
Qiu, Di; Jin, Liang; Zheng, Zhitong; Meng, He; Mo, Fanyang; Wang, Xi; Zhang, Yan; Wang, Jianbo
Journal of Organic Chemistry, 2013 , vol. 78, # 5 p. 1923 - 1933
反应条件
boron trifluoride diethyl etherate in acetonitrile T=0 - 60°C; 1 h; Inert atmosphere;
参考文献
Zhu, Chuan; Yamane, Motoki
Organic Letters, 2012 , vol. 14, # 17 p. 4560 - 4563
反应条件
in diethyl ether T=20°C; 4 h; Inert atmosphere;
参考文献
Tetrahedron Letters, , vol. 55, # 10 p. 1702 - 1705
反应条件
1: With lithium bis((trifluoromethyl)sulfonyl)amide in tetrahydrofuran T=20°C; Electrochemical reaction; 2: With sulfuric acid T=0°C; pH=5; Further stages.;
参考文献
Laza, Carine; Dunach, Elisabet
Advanced Synthesis and Catalysis, 2003 , vol. 345, # 5 p. 580 - 583
反应条件
1: Me2PhSiBpin With potassium methanolate in ethylene glycol dimethyl ether T=30°C; 0.166667 h; Inert atmosphere; 2: 1-bromo-4-fluorobenzene in ethylene glycol dimethyl ether T=30°C; 1 h;
参考文献
Yamamoto, Eiji; Izumi, Kiyotaka; Horita, Yuko; Ito, Hajime
Journal of the American Chemical Society, 2012 , vol. 134, # 49 p. 19997 - 20000
反应条件
1: 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl-4',4',5',5'-tetramethyl-1,3,2-dioxaborolane With dimethyl zinc; Mg(O-t-Bu)2 in 1,4-dioxane; hexane T=0 - 20°C; 0.5 h; Schlenk techniqueGloveboxInert atmosphere; 2: 1-bromo-4-fluoro-2-iodobenzene in 1,4-dioxane; hexane T=20 - 120°C; 24 h; Schlenk techniqueGloveboxInert atmosphere; 3: With water in 1,4-dioxane; hexane T=20°C; 0.0833333 h; Schlenk techniqueGloveboxInert atmosphere; Overall yield = 83 percent; regioselective reaction;
参考文献
Nagashima, Yuki; Takita, Ryo; Yoshida, Kengo; Hirano, Keiichi; Uchiyama, Masanobu
Journal of the American Chemical Society, 2013 , vol. 135, # 50 p. 18730 - 18733