(9ci)-2-(2-丙烯基)-苯甲醛合成路线 (共 27 条)
反应条件
1: 1.) tert-butyllithium / 1.) ether, hexane, -80 deg C, 2 h, 2.) ether, hexane, RT, overnight
2: conc. aq. HCl / acetone
View Scheme
参考文献
Ashby, E. C.; Coleman, David; Gamasa, Maria
Journal of Organic Chemistry, 1987 , vol. 52, # 18 p. 4079 - 4085
反应条件
bis-triphenylphosphine-palladium(II) chloride; sodium carbonate in tetrahydrofuran; water
T=80°C; 8 h;
参考文献
Youn, So Won; Song, Hyoung Sub; Park, Jong Hyub
Organic and Biomolecular Chemistry, 2014 , vol. 12, # 15 p. 2388 - 2393
反应条件
1: p-toluenesulfonic acid / benzene / 8 h / Heating
2: 1.) tert-butyllithium / 1.) ether, hexane, -80 deg C, 2 h, 2.) ether, hexane, RT, overnight
3: conc. aq. HCl / acetone
View Scheme
参考文献
Ashby, E. C.; Coleman, David; Gamasa, Maria
Journal of Organic Chemistry, 1987 , vol. 52, # 18 p. 4079 - 4085
反应条件
1: 1.) Mg, 3.) 1M HCl
2: 85 percent / pyridinium chlorochromate / CH2Cl2 / 0.5 h / 25 °C
View Scheme
参考文献
Semmelhack,M.F.; Zask,A.
Journal of the American Chemical Society, 1983 , vol. 105, p. 2034
反应条件
potassium phosphate; bis(benzonitrile)palladium(II) dichloride in N,N-dimethyl acetamide; water
Suzuki-Miyaura Coupling;
参考文献
Cera, Gianpiero; Chiarucci, Michel; Dosi, Federico; Bandini, Marco
Advanced Synthesis and Catalysis, 2013 , vol. 355, # 11-12 p. 2227 - 2231
反应条件
1.1: 90 percent / CsF / acetonitrile / 2 h / 20 °C
2.1: iPrMgCl*LiCl / tetrahydrofuran / 0.5 h / -78 °C
2.2: CuCN*2LiCl / tetrahydrofuran / -78 - 20 °C
2.3: 88 percent / aq. NaOH; CuSO4*5H2O / ethanol / 2 h / 20 °C
View Scheme
参考文献
Liu, Ching-Yuan; Ren, Hongjun; Knochel, Paul
Organic Letters, 2006 , vol. 8, # 4 p. 617 - 619
反应条件
magnesium in tetrahydrofuran
Ambient temperature;
参考文献
Hickey, Deirdre M. B.; Moody, Christopher J.; Rees, Charles W.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1986 , p. 1113 - 1118
反应条件
1: 65 percent / copper(I) iodide, 2,2'-bipyridyl / tetrahydrofuran; benzene / 5 h / Ambient temperature; CAUTION: on one occasion a violent exothermic reaction was observed.
2: 1.) magnesium / 1.) THF, room temperature, 30 min, 2.) 0 deg C, 45 min, room temperature, 4 h
View Scheme
参考文献
Knight, John; Parsons, Philip J.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1989 , p. 979 - 984
参考文献
Tietze,L.-F. et al.
Angewandte Chemie, 1979 , vol. 91, p. 576
反应条件
1: cesium fluoride; bis(dibenzylideneacetone)-palladium(0); tri-cyclo-hexyl-phosphine / 1,4-dioxane / 48 h / Inert atmosphere; Reflux
2: oxygen / dimethyl sulfoxide / 24 h / 20 °C / 1500.15 Torr / pH 6 / aq. buffer; Enzymatic reaction
View Scheme
参考文献
Paul, Caroline E.; Rajagopalan, Aashrita; Lavandera, Ivan; Gotor-Fernandez, Vicente; Kroutil, Wolfgang; Gotor, Vicente
Chemical Communications, 2012 , vol. 48, # 27 p. 3303 - 3305