1-methyl-3-(4-nitrophenyl)benzene合成路线 （共 23 条）
反应条件
1: 89 percent / KMnO4 / pyridine; H2O / 1 h / Heating 2: oxalyl chloride, DMF / CH2Cl2 3: 1.) n-BuLi / 1.) hexane, RT, 5 min, 2.) THF, hexane, RT, overnight 4: H2 / 10percent Pd/C / tetrahydrofuran / 0.5 h / 2068.6 Torr 5: sodium cyanoborohydride, acetic acid / methanol 6: TFA, triethylsilane / CH2Cl2 / 1 h / Ambient temperature View Scheme
参考文献
Qian, Yimin; Vogt, Andreas; Sebti, Said M.; Hamilton, Andrew D.
Journal of Medicinal Chemistry, 1996 , vol. 39, # 1 p. 217 - 223
反应条件
sodium carbonate in ethanol; toluene
T=80°C; Suzuki-Miyaura Coupling; 24 h; Schlenk technique;
参考文献
Wojcik, Karolina; Goux-Henry, Catherine; Andrioletti, Bruno; Michal Pietrusiewicz; Framery, Eric
Tetrahedron Letters, 2012 , vol. 53, # 42 p. 5602 - 5604
反应条件
palladium diacetate in water; acetone
参考文献
University of Pittsburgh
Patent: US6011175 A1, 2000 ;
反应条件
C15H23Cl2N4Pd(1+)*Cl(1-); tetrabutylammomium bromide; potassium carbonate in water
T=120°C; Suzuki-Miyaura coupling reaction; 1 h;
参考文献
Zhou, Chunshan; Wang, Jinyun; Li, Liuyi; Wang, Ruihu; Hong, Maochun
Green Chemistry, 2011 , vol. 13, # 8 p. 2100 - 2106
反应条件
potassium carbonate; palladium diacetate in water; acetone
Suzuki Coupling; 21 h; Heating / reflux;
参考文献
Codd, Ellen; Dax, Scott L.; Flores, Christopher; Jetter, Michelle; Youngman, Mark
Patent: US2006/223837 A1, 2006 ;
Location in patent: Page/Page column 29 ;
US 20060223837 A1
反应条件
1: 1-bromo-3-methyl-benzene With n-butyllithium in tetrahydrofuran; hexane
T=-78°C; 1 h;
2: With tri-isopropoxy-borane in tetrahydrofuran; hexane
T=20°C; 2 h;
3: 1-bromo-4-nitro-benzene With barium dihydroxide; tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran; ethylene glycol dimethyl ether; hexane
T=80°C;
参考文献
Glende, Carsten; Klein, Markus; Schmitt, Heimo; Erdinger, Lothar; Boche, Gernot
Mutation Research - Genetic Toxicology and Environmental Mutagenesis, 2002 , vol. 515, # 1-2 p. 15 - 38
反应条件
sodium 2-(2-pyridin-3-ylethylamino)ethyl sulfonate; palladium dichloride in water
T=20°C; Suzuki coupling; 4 h;
参考文献
Pawar, Shivaji S.; Uppalla, Lavkumar S.; Shingare, Murlidhar S.; Thore, Shivaji N.
Tetrahedron Letters, 2008 , vol. 49, # 41 p. 5858 - 5862
反应条件
PPh3 gold(I) chloro complex; silver trifluoromethanesulfonate in dichloromethane
T=23°C; 4.5 h; Inert atmosphereAnhydrous conditions;
参考文献
Bhunia, Sabyasachi; Abu Sohel, Shariar Md.; Yang, Chao-Chin; Lush, Shie-Fu; Shen, Fwu-Ming; Liu, Rai-Shung
Journal of Organometallic Chemistry, 2009 , vol. 694, # 4 p. 566 - 570
反应条件
potassium acetate; palladium diacetate; N,N-dicyclohexylamine in N,N-dimethyl-formamide
T=35°C; 2 h; Inert atmosphere;
参考文献
Rao, Maddali L.N.; Banerjee, Debasis; Dhanorkar, Ritesh J.
Tetrahedron Letters, 2010 , vol. 51, # 47 p. 6101 - 6104
反应条件
ArPdI(P(C6H5)3)2 in 1,2-dichloro-ethane
T=120 - 130°C; 2 h;
参考文献
Kashin, N. A.; Bumagina, I. G.; Bumagin, N. A.; Beletskaya, I. P.
Journal of Organic Chemistry USSR (English Translation), 1981 , vol. 17, # 1 p. 18 - 24
Zhurnal Organicheskoi Khimii, 1981 , vol. 17, # 1 p. 21 - 28
