1-叔丁氧羰基-7-氮杂吲哚-3-硼酸频哪醇酯合成路线 (共 8 条)
反应条件
1: With potassium acetate in 1,4-dioxane 0.25 h; 2: With tri-cyclo-hexyl-phosphine; tris-(dibenzylideneacetone)dipalladium(0) in 1,4-dioxane T=100°C; 6.25 h;
参考文献
WO2009/74812 A1, ;
Page/Page column 59; 60 ;
WO 2009/074812 A1
反应条件
tetrakis(triphenylphosphine) palladium(0); triethylamine in 1,4-dioxane T=80°C; Masuda borylation; 3 h; Inert atmosphere;
参考文献
Merkul, Eugen; Schaefer, Elisabeth; Mueller, Thomas J. J.
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 9 p. 3139 - 3141
反应条件
potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in N,N-dimethyl-formamide T=80 - 90°C; Suzuki Coupling; 2.5 - 3 h; Product distribution / selectivity;
参考文献
SUNESIS PHARMACEUTICALS; BIOGEN IDEC, INC.
Patent: WO2008/5457 A2, 2008 ;
Location in patent: Page/Page column 101; 109 ;
WO 2008/005457 A2
反应条件
bis(η4-1,5-cyclooctadiene)-di-μ-methoxy-diiridium(I); 4,4'-di-tert-butyl-2,2'-dipyridyl in hexane T=20°C; 5 h; Inert atmosphere; regioselective reaction;
参考文献
Kallepalli, Venkata A.; Shi, Feng; Paul, Sulagna; Onyeozili, Edith N.; Maleczka Jr., Robert E.; Smith III, Milton R.
Journal of Organic Chemistry, 2009 , vol. 74, # 23 p. 9199 - 9201
反应条件
bis(η4-1,5-cyclooctadiene)-di-μ-methoxy-diiridium(I); 3,4,7,8-tetra-methyl-1,10-phenanthroline in tetrahydrofuran T=80°C; 19 h; Inert atmosphereGlovebox;
参考文献
Larsen, Matthew A.; Hartwig, John F.
Journal of the American Chemical Society, 2014 , vol. 136, # 11 p. 4287 - 4299
反应条件
1: iodine; potassium hydroxide / N,N-dimethyl-formamide / 0.75 h / 20 °C / Inert atmosphere 2: 4-(N,N-dimethlyamino)pyridine / dichloromethane / 1 h / 20 °C / Inert atmosphere 3: tetrakis(triphenylphosphine) palladium(0); triethylamine / 1,4-dioxane / 3 h / 80 °C / Inert atmosphere View Scheme
参考文献
Organic and Biomolecular Chemistry, , vol. 9, # 9 p. 3139 - 3141
反应条件
1: 4-(N,N-dimethlyamino)pyridine / dichloromethane / 1 h / 20 °C 2: tetrakis(triphenylphosphine) palladium(0); triethylamine / 1,4-dioxane / 3 h / 80 °C / Inert atmosphere View Scheme
参考文献
Organic and Biomolecular Chemistry, , vol. 9, # 14 p. 5129 - 5136
反应条件
1: With trifluoroacetic acid in dichloromethane; water
2 h; Inert atmosphere;
2: With sodium carbonate in dichloromethane
Inert atmosphere;
参考文献
Larsen, Matthew A.; Hartwig, John F.
Journal of the American Chemical Society, 2014 , vol. 136, # 11 p. 4287 - 4299