2-溴-1,3-二甲苯合成路线 (共 189 条)
反应条件
(C5H5)Fe(C5H3C(CH3)NC6H4CH3)PdCl(CN2(C6H3(CH(CH3)2)2)2C2H2); potassium tert-butylate in toluene
2 h; Inert atmosphereReflux;
参考文献
Zhang, Jinli; Yang, Xueqian; Cui, Xiuling; Wu, Yangjie
Tetrahedron, 2011 , vol. 67, # 45 p. 8800 - 8807
反应条件
1: (i) Mg, Et2O, (ii) /BRN= 1209228/
2: aq. HBr
3: aq. ethanol
4: aq. H2SO4
5: SOCl2
6: (i) Et2O, (ii) HCl
7: benzene
8: aq. KOH, N2H4
View Scheme
参考文献
Loefgren,N. et al.
Acta Chemica Scandinavica (1947-1973), 1963 , vol. 17, p. 1252 - 1261
反应条件
tripotassium phosphate monohydrate; R-Phos; bis(dibenzylideneacetone)-palladium(0) in tetrahydrofuran
T=50°C; Suzuki coupling; 4 h; Inert atmosphere;
参考文献
Hoshi, Takashi; Saitoh, Ippei; Nakazawa, Taichi; Suzuki, Toshio; Sakai, Jun-Ichi; Hagiwara, Hisahiro
Journal of Organic Chemistry, 2009 , vol. 74, # 10 p. 4013 - 4016
反应条件
1: 2,4,6-trimethylphenylmagnesium bromide With dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine; tris-(dibenzylideneacetone)dipalladium(0); zinc(II) chloride in tetrahydrofuran
T=23°C; 0.333333 h; Inert atmosphere;
2: 1-bromo-2,6-dimethyl-benzene in tetrahydrofuran; 1-methyl-pyrrolidin-2-one
T=70°C; 2.5 h; Inert atmosphere;
参考文献
Calimsiz, Selcuk; Sayah, Mahmoud; Mallik, Debasis; Organ, Michael G.
Angewandte Chemie - International Edition, 2010 , vol. 49, # 11 p. 2014 - 2017
反应条件
1: 2,4,6-trimethylphenylmagnesium bromide With PEPPSITM-IPr; zinc(II) chloride in tetrahydrofuran
T=23°C; 0.333333 h; Inert atmosphere;
2: 1-bromo-2,6-dimethyl-benzene in tetrahydrofuran
T=70°C; 2.5 h; Inert atmosphere;
参考文献
Calimsiz, Selcuk; Sayah, Mahmoud; Mallik, Debasis; Organ, Michael G.
Angewandte Chemie - International Edition, 2010 , vol. 49, # 11 p. 2014 - 2017
反应条件
tris-(dibenzylideneacetone)dipalladium(0); trineopentylphosphine; sodium t-butanolate in toluene
T=80°C; Buchwald-Hartwig Coupling; 19 h; Inert atmosphereGlovebox;
参考文献
Raders, Steven M.; Moore, Jane N.; Parks, Jacquelynn K.; Miller, Ashley D.; Leissing, Thomas M.; Kelley, Steven P.; Rogers, Robin D.; Shaughnessy, Kevin H.
Journal of Organic Chemistry, 2013 , vol. 78, # 10 p. 4649 - 4664
反应条件
1: (i) Mg, Et2O, (ii) /BRN= 102378/
2: SOCl2 / benzene
3: N2H4*H2O / propan-1-ol / Heating
4: H2O
View Scheme
参考文献
Bream,J.B. et al.
Journal of Medicinal Chemistry, 1970 , vol. 13, # 6 p. 1051 - 1057
反应条件
1: Irradiation; bromination
2: KH
3: 1.) Mg; 2.) D2O + H3O(+) / 1. THF, 7 day
View Scheme
参考文献
Markies,P.R.; Akkerman,Os.; Bickelhaupt,F.
Journal of the American Chemical Society, 1988 , vol. 110, p. 4284
反应条件
tris-(dibenzylideneacetone)dipalladium(0); trineopentylphosphine; sodium t-butanolate in toluene
T=80°C; Buchwald-Hartwig Coupling; 7.5 h; Inert atmosphereGlovebox;
参考文献
Raders, Steven M.; Moore, Jane N.; Parks, Jacquelynn K.; Miller, Ashley D.; Leissing, Thomas M.; Kelley, Steven P.; Rogers, Robin D.; Shaughnessy, Kevin H.
Journal of Organic Chemistry, 2013 , vol. 78, # 10 p. 4649 - 4664
反应条件
(i) NBS, CCl4, (ii) aq. K2CO3; Multistep reaction;
参考文献
ANACOR PHARMACEUTICALS, INC.; ZHOU, Huchen; DING, Dazhong; ZHOU, Yasheen; ZHANG, Yong-Kang; PLATTNER, Jacob J.
Patent: WO2011/22337 A1, 2011 ;