4-溴-1,2-亚甲二氧基苯合成路线 （共 128 条）
反应条件
triethylamine; palladium diacetate in various solvent(s)
T=80°C; Heck reaction; 13 h;
参考文献
Chandrasekhar; Narsihmulu; Shameem Sultana; Ramakrishna Reddy
Organic Letters, 2002 , vol. 4, # 25 p. 4399 - 4401
反应条件
1: 1,2-methylenedioxy-4-bromobenzene With magnesium in tetrahydrofuran
T=75°C; 4 h;
2: ethyl orthosilicate in tetrahydrofuran
T=20°C; 3 h;
参考文献
Shukla, Krupa H.; Boehmler, Debra J.; Bogacyzk, Suzanne; Duvall, Bridget R.; Peterson, William A.; McElroy, William T.; DeShong, Philip
Organic Letters, 2006 , vol. 8, # 19 p. 4183 - 4186
反应条件
N-ethyl-N,N-diisopropylamine; biphenyl-2-yl-di-tert-butyl-phosphane; bis(dibenzylideneacetone)-palladium(0) in 1-methyl-pyrrolidin-2-one
T=60°C; 12 h;
参考文献
Manoso; DeShong
Journal of Organic Chemistry, 2001 , vol. 66, # 22 p. 7449 - 7455
反应条件
1: 1,2-methylenedioxy-4-bromobenzene With n-butyllithium in diethyl ether; pentane
T=20°C; 1 h;
2: ethyl orthosilicate in diethyl ether; pentane
T=-78 - 20°C; 1 h;
参考文献
Manoso, Amy S.; Ahn, Chuljin; Soheili, Arash; Handy, Christopher J.; Correia, Reuben; Seganish, W. Michael; DeShong, Philip
Journal of Organic Chemistry, 2004 , vol. 69, # 24 p. 8305 - 8314
反应条件
1: 1,2-methylenedioxy-4-bromobenzene With n-butyllithium in tetrahydrofuran; hexanes
T=-78°C; 0.5 h;
2: dimethyl-disulfide in tetrahydrofuran; hexanes
0.5 h;
参考文献
CRYSTAX PHARMACEUTICALS, S.L.
Patent: WO2009/7399 A1, 2009 ;
Location in patent: Page/Page column 73 ;
反应条件
1: 1,2-methylenedioxy-4-bromobenzene With magnesium in tetrahydrofuran
2.5 h; Heating / reflux;
2: With sulfur in tetrahydrofuran
T=-45 - 20°C; 3 h;
3: methyl iodide With hydrogenchloride; water
more than 3 stages;
参考文献
Cai, Xiong; Qian, Changgeng; Zhai, Haixiao
Patent: US2008/234314 A1, 2008 ;
Location in patent: Page/Page column 54 ;
US 20080234314 A1
反应条件
palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-di(diphenylphosphino)-butane in dimethyl sulfoxide
T=120°C; P=3750.38 Torr; 16 h; Autoclave;
参考文献
Wu, Xiao-Feng; Neumann, Helfried; Beller, Matthias
Chemistry - A European Journal, 2012 , vol. 18, # 40 p. 12595 - 12598
反应条件
1.1: lithium diisopropylamide / tetrahydrofuran; cyclohexane / 1 h / -78 °C
1.2: 81 percent / tetrahydrofuran; cyclohexane / -78 - 20 °C
2.1: 65 percent / triethylamine; diphenylphosphoryl azide / 1.25 h
View Scheme
参考文献
Ple, Patrick A.; Green, Tim P.; Hennequin, Laurent F.; Curwen, Jon; Fennell, Michael; Allen, Jack; Lambert-Van Der Brempt, Christine; Costello, Gerard
Journal of Medicinal Chemistry, 2004 , vol. 47, # 4 p. 871 - 887
反应条件
1.1: LDA / tetrahydrofuran / 0.5 h / -78 °C
1.2: 72 percent / tetrahydrofuran / -78 - 20 °C
2.1: 96 percent / diphenoxyphosphoryl azide; Et3N / dioxane / 4 h / 100 °C
3.1: 81 percent / TFA / CH2Cl2 / 3 h / 20 °C
View Scheme
参考文献
Ple, Patrick A.; Green, Tim P.; Hennequin, Laurent F.; Curwen, Jon; Fennell, Michael; Allen, Jack; Lambert-Van Der Brempt, Christine; Costello, Gerard
Journal of Medicinal Chemistry, 2004 , vol. 47, # 4 p. 871 - 887
反应条件
magnesium in tetrahydrofuran
T=0 - 20°C; 3 h;
参考文献
Chavan, Subhash P.; Garai, Sumanta; Dey, Chandan; Gonnade, Rajesh G.
Tetrahedron Letters, 2013 , vol. 54, # 41 p. 5562 - 5566
