2,3,4-(三甲氧基)溴苯合成路线 (共 31 条)
参考文献
Kohn; Gurewitsch
Monatshefte fuer Chemie, 1928 , vol. 49, p. 184
参考文献
Kohn; Gruen
Monatshefte fuer Chemie, 1925 , vol. 46, p. 89
反应条件
1: carbon tetrachloride; bromine
2: glacial acetic acid; fuming nitric acid
3: glacial acetic acid; hydrobromic acid
View Scheme
参考文献
Kohn; Gruen
Monatshefte fuer Chemie, 1925 , vol. 46, p. 89
反应条件
lithium diisopropyl amide
1) THF, -78 to -20 deg C, 2) -40 deg C; Yield given. Multistep reaction;
参考文献
Khanapure; Bhawal; Biehl
Tetrahedron Letters, 1990 , vol. 31, # 20 p. 2869 - 2972
反应条件
(i) Mg, THF, (ii) /BRN= 385735/; Multistep reaction;
参考文献
Lotspeich,F.J.; Karickhoff,S.
Journal of Organic Chemistry, 1966 , vol. 31, p. 2183 - 2187
反应条件
sodium methylate; copper(l) chloride
1.) MeOH, 2.) pyridine, reflux, 24 h; Yield given. Multistep reaction;
参考文献
Kemp, Malcolm S.; Burden, Raymond S.; Loeffler, R. S. Thomas
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , p. 2267 - 2272
反应条件
1.1: t-butyllithium / diethyl ether / 0.5 h / -95 °C
1.2: triisopropyl borate / diethyl ether / 0.33 h / -95 °C
1.3: acidic silica gel
2.1: 93 percent / tetrakis(triphenylphosphine)palladium(0); Na2CO3 / benzene; ethanol / 3 h / 20 °C
View Scheme
参考文献
Potenziano, James; Spitale, Robert; Janik, Mark E.
Synthetic Communications, 2005 , vol. 35, # 15 p. 2005 - 2016
反应条件
tetrabutyl ammonium fluoride; bis(dibenzylideneacetone)-palladium(0) in tetrahydrofuran; N,N-dimethyl-formamide
T=90°C; 12 h;
参考文献
Seganish, W. Michael; Mowery, Molly E.; Riggleman, Shaundra; DeShong, Philip
Tetrahedron, 2005 , vol. 61, # 8 p. 2117 - 2121
反应条件
tetrakis(triphenylphosphine) palladium(0); sodium carbonate in ethanol; benzene
74 h; Heating;
参考文献
Banwell, Martin G.; Cameron, Jennifer M.; Corbett, Madeline; Dupuche, Joseph R.; Hamel, Ernest; et al.
Australian Journal of Chemistry, 1992 , vol. 45, # 12 p. 1967 - 1982
反应条件
tetrakis(triphenylphosphine) palladium(0) in ethylene glycol dimethyl ether
T=80°C; Stille Cross Coupling;
参考文献
Chang, Dong-Jo; Kim, Wan-Joo
Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 14 p. 3121 - 3125