4-溴-1,2-亚甲二氧基苯合成路线 （共 128 条）
反应条件
1: tris-(dibenzylideneacetone)dipalladium(0); 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene; N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 10 h / 100 °C / |Inert atmosphere
2: boron trifluoride diethyl etherate; N-bromosuccinmide / acetonitrile / -15 - 5 °C
3: sodium ethanolate / tetrahydrofuran; ethanol / 2 h / 20 °C
4: tetrahydrofuran / 10 h / 70 °C
5: trifluoroacetic acid / dichloromethane / 2 h / 10 - 20 °C
6: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; N,N-dimethyl-formamide / 10 h / 20 °C
View Scheme
参考文献
Kim, Se-Ho; Bajji, Ashok; Tangallapally, Rajendra; Markovitz, Benjamin; Trovato, Richard; Shenderovich, Mark; Baichwal, Vijay; Bartel, Paul; Cimbora, Daniel; McKinnon, Rena; Robinson, Rosann; Papac, Damon; Wettstein, Daniel; Carlson, Robert; Yager, Kraig M.
Journal of Medicinal Chemistry, 2012 , vol. 55, # 17 p. 7480 - 7501
反应条件
anhydrous iron chloride; magnesium in tetrahydrofuran; ethylene dibromide
Barbier reaction; 1 h; Reflux;
参考文献
Lee, Adam Shih-Yuan; Chen, Pin-Lung; Chang, Yu-Ting; Tsai, Heng-Tser
Journal of the Chinese Chemical Society, 2012 , vol. 59, # 3 p. 452 - 454
反应条件
palladium diacetate; tri-tert-butyl phosphine in xylene
T=120°C; Substitution; Suzuki coupling; 6 h;
参考文献
Watanabe, Makoto; Nishiyama, Masakazu; Koie, Yasuyuki
Tetrahedron Letters, 1999 , vol. 40, # 50 p. 8837 - 8840
反应条件
1: 42 percent / KOH, Bu4NBr, Pd(Ph3P)4 / benzene / 12 h / Heating
2: 2.) K3Fe(CN)6, 20 percent aq. NaOH / 1.) 50 deg C, 1 h, 2.) RT, 1 h
View Scheme
参考文献
Ishikura, Minoru; Oda, Izumi; Terashima, Masanao
Heterocycles, 1985 , vol. 23, # 9 p. 2375 - 2386
反应条件
1: 87 percent / n-BuLi, I2 / tetrahydrofuran; hexane / 1.) -90 to -50 deg C, 15 min, 2.) -78 deg C to r.t.
2: 100 percent / CuI, Et3N / (Ph3As)2PdCl2 / 1.5 h / Ambient temperature
3: 92 percent / K2CO3 / methanol / 2 h / Ambient temperature
View Scheme
参考文献
Abrams, Jason N.; Zhao, Qi; Ghiviriga, Ion; Minaruzzaman
Tetrahedron, 2012 , vol. 68, # 2 p. 423 - 428
反应条件
1: With palladium diacetate; potassium carbonate; triphenylphosphine in N,N-dimethyl-formamide
T=110°C; Heck reaction; 15 h; Inert atmosphere;
2: With hydrogen
T=20°C; P=760.051 Torr; 15 h;
参考文献
Geoghegan, Kimberly; Kelleher, Susan; Evans, Paul
Journal of Organic Chemistry, 2011 , vol. 76, # 7 p. 2187 - 2194
反应条件
dichloro bis(acetonitrile) palladium(II); copper(l) iodide; diisopropylamine; [(t-Bu)3PH]BF4 in 1,4-dioxane
T=20°C; Inert atmosphere;
参考文献
Lebel, Helene; Davi, Michael
Advanced Synthesis and Catalysis, 2008 , vol. 350, # 14-15 p. 2352 - 2358
反应条件
(i) nBuLi, (ii) /BRN= 1021957/; Multistep reaction;
参考文献
Pettit,G.R.; Alkalay,D.S.
Journal of Organic Chemistry, 1960 , vol. 25, p. 1363 - 1365
反应条件
(i) nBuLi, (ii) /BRN= 201115/; Multistep reaction;
参考文献
Pettit,G.R.; Alkalay,D.S.
Journal of Organic Chemistry, 1960 , vol. 25, p. 1363 - 1365
反应条件
tetrakis(triphenylphosphine) palladium(0) in toluene
T=100°C; 12 h;
参考文献
Thibonnet, Jerome; Abarbri, Mohamed; Parrain, Jean-Luc; Duchene, Alain
Tetrahedron, 2003 , vol. 59, # 24 p. 4433 - 4441
