1-溴-3-甲基-2-丁烯合成路线 (共 689 条)
反应条件
1: 1.93 g / Na2CO3, KI / dimethylformamide / 16 h / Ambient temperature
2: 1.75 g / LAH / tetrahydrofuran / 8 h / Heating
3: 54 percent / tetrahydrofuran / 0.5 h / Heating
View Scheme
参考文献
Ho; Kukla; Breslin; Ludovici; Grous; Diamond; Miranda; Rodgers; De Clercq; Pauwels; Andries; Janssen
Journal of Medicinal Chemistry, 1995 , vol. 38, # 5 p. 794 - 802
反应条件
in dichloromethane
3 h;
参考文献
Chambers; Baker; Billington; Knight; Middlemiss; Wong
Journal of Medicinal Chemistry, 1992 , vol. 35, # 11 p. 2033 - 2039
反应条件
1: 85 percent / Na2CO3, KI / dimethylformamide / 16 h / Ambient temperature
2: 2.78 g / NH2NH2*H2O / Raney Ni / tetrahydrofuran
3: 43 percent
View Scheme
参考文献
Parker, Kathlyn A.; Coburn, Craig A.
Journal of Organic Chemistry, 1992 , vol. 57, # 1 p. 97 - 100
反应条件
1: 1.) BuLi / 1.) THF, hexane, -60 deg C, 15 min; 2.) THF, hexane, -50 deg C, 1 h
2: 70 percent / diethyl ether / 3 h / 0 °C
3: 85 percent / NaH / tetrahydrofuran / 0 deg C, then Rt 1 h
4: 1.) Dibal; 2.) silica gel / 1.) petroleum ether, hexane, -60 deg C, then 10 deg C over 1.5 h; 2.) petroleum ether, hexane, water, -30 deg C, then 0 deg C, 1 h
View Scheme
参考文献
Gebhard, R.; Courtin, J. M. L.; Shadid, J. B.; Haveren, J. van; Haeringen, C. J. van; Lugtenburg, J.
Recueil des Travaux Chimiques des Pays-Bas, 1989 , vol. 108, # 6 p. 207 - 214
反应条件
1.1: N,N-dimethyl-formamide / 4 h / 0 °C
2.1: n-butyllithium; N,N'-dimethyl-N,N'-propyleneurea / tetrahydrofuran; hexane / 2 h / -78 °C / |Inert atmosphere
2.2: 3.5 h / -78 - -30 °C / |Inert atmosphere
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 °C
4.1: [PdCl2(1,3-bis(diphenylphosphino)propane)]; lithium triethylborohydride / tetrahydrofuran / 2 h / 0 °C / |Inert atmosphere
View Scheme
参考文献
Liu, Feng; Vijayakrishnan, Balakumar; Faridmoayer, Amirreza; Taylor, Thomas A.; Parsons, Thomas B.; Bernardes, Goncalo J.L.; Kowarik, Michael; Davis, Benjamin G.
Journal of the American Chemical Society, 2014 , vol. 136, # 2 p. 566 - 569
反应条件
in N,N-dimethyl-formamide
T=20°C; 3 h;
参考文献
Wu, Baolin; Woodward, Robert; Wen, Liuqing; Wang, Xuan; Zhao, Guohui; Wang, Peng George
European Journal of Organic Chemistry, 2013 , # 36 p. 8162 - 8173
反应条件
cadmium in tetrahydrofuran
1.) r.t., 30 min, 2.) r.t., 5 h;
参考文献
Baruah, Mukulesh; Boruah, Anima; Prajapati, Dipak; Sandhu, Jagir S.
Synlett, 1998 , # 10 p. 1083 - 1084
反应条件
sodium acetate in ethanol
16 h; Heating;
参考文献
Ballini, Roberto; Marcantoni, Enrico; Petrini, Marino
Tetrahedron, 1989 , vol. 45, # 21 p. 6791 - 6798
反应条件
pyrrolidine; copper(l) iodide; n-butyllithium in tetrahydrofuran; hexane
T=-5°C; 15 h;
参考文献
Kaufmann, Dieter; Meijere, Armin de
Chemische Berichte, 1984 , vol. 117, # 3 p. 1128 - 1138
反应条件
water; palladium diacetate; potassium carbonate in toluene
T=90°C; 3 h;
参考文献
Scrivanti, Alberto; Beghetto, Valentina; Bertoldini, Matteo; Matteoli, Ugo
European Journal of Organic Chemistry, 2012 , # 2 p. 264 - 268