1-溴-3,4,5-三甲氧基苯合成路线 （共 68 条）
反应条件
1: With n-butyllithium in tetrahydrofuran T=-78°C; Inert atmosphere; 2: With boric acid trimethyl ester in tetrahydrofuran T=-78 - 20°C; Inert atmosphere;
参考文献
Rosen, Brad M.; Wilson, Daniela A.; Wilson, Christopher J.; Peterca, Mihai; Won, Betty C.; Huang, Chenghong; Lipski, Linda R.; Zeng, Xiangbing; Ungar, Goran; Heiney, Paul A.; Percec, Virgil
Journal of the American Chemical Society, 2009 , vol. 131, # 47 p. 17500 - 17521
反应条件
Mg in tetrahydrofuran Mg (reflux), THF, B(OCH)3, bromobenzene-compound (-10°C) or n-butyllithium, B(OCH3)3, -78°C, THF;
参考文献
Rosen, Brad M.; Wilson, Daniela A.; Wilson, Christopher J.; Peterca, Mihai; Won, Betty C.; Huang, Chenghong; Lipski, Linda R.; Zeng, Xiangbing; Ungar, Goran; Heiney, Paul A.; Percec, Virgil
Journal of the American Chemical Society, 2009 , vol. 131, # 47 p. 17500 - 17521
反应条件
diethylenetriamine-N,N,N',N'',N''-pentaacetic acid; ammonia; copper(II) oxide; potassium hydroxide in water T=100°C; 12 h;
参考文献
Yang, Bo; Liao, Lihao; Zeng, Yongheng; Zhu, Xinhai; Wan, Yiqian
Catalysis Communications, 2014 , vol. 45, p. 100 - 103
反应条件
CuSO4‵5H2O; K3PO4*7H2O; water; [14C]-Sucrose in water T=90°C; 15 h; Green chemistry; Catalytic behavior;
参考文献
Huang, Manna; Wang, Leilei; Zhu, Xinhai; Mao, Zuxing; Kuang, Daizhi; Wan, Yiqian
European Journal of Organic Chemistry, 2012 , # 26 p. 4897 - 4901
反应条件
ueber mehrere Stufen;
参考文献
Quelet
Bulletin de la Societe Chimique de France, 1953 , p. C 46
反应条件
1.1: Mg / tetrahydrofuran / 1 h / 25 °C
1.2: tetrahydrofuran / 0.33 h / 25 °C
2.1: pyridinium dichromate / CH2Cl2 / 8 h / 25 °C
View Scheme
参考文献
Liou, Jing-Ping; Chang, Chun-Wei; Song, Jeng-Shin; Yang, Yung-Ning; Yeh, Ching-Fang; Tseng, Huan-Yi; Lo, Yu-Kang; Chang, Yi-Ling; Chang, Chung-Ming; Hsieh, Hsing-Pang
Journal of Medicinal Chemistry, 2002 , vol. 45, # 12 p. 2556 - 2562
反应条件
C2H3O2(1-)*C20H30OP(1-)*C20H31OP*Pd(2+); lithium tert-butylate in N,N-dimethyl acetamide
T=100°C; 14 h; Inert atmosphere;
参考文献
Ackermann, Lutz; Barfuesser, Sebastian; Kornhaass, Christoph; Kapdi, Anant R.
Organic Letters, 2011 , vol. 13, # 12 p. 3082 - 3085
反应条件
triethylamine; tris-(o-tolyl)phosphine; palladium diacetate in acetonitrile
T=100°C; 48 h; Yield given. Yields of byproduct given;
参考文献
Prashad, Mahavir; Tomesch, John C.; Wareing, James R.; Smith, Howard C.; Cheon, Seung Hoon
Tetrahedron Letters, 1989 , vol. 30, # 22 p. 2877 - 2880
反应条件
1.1: t-BuLi / pentane; diethyl ether / 1 h / -78 °C
1.2: ClTi(O-i-Pr)3 / diethyl ether; pentane; hexane / -40 - 0 °C
1.3: 91 percent / tetrahydrofuran; diethyl ether; various solvents / 4.5 h / 0 - 20 °C
2.1: 78 percent / 4 Angstroem molecular sieves; 4-methoxymorpholine N-oxide; tetrapropylammonium perruthenate / CH2Cl2 / 5 h / 20 °C
3.1: t-BuLi / pentane / 0.5 h / -78 °C
3.2: 53 percent / pentane; tetrahydrofuran / 0.5 h / -78 °C
4.1: 75 percent / NaBH3CN; Cl2CHCO2H / various solvent(s) / 0.5 h / -25 °C
5.1: 67 percent / 450 °C / 0 Torr
6.1: 75 percent / H2 / Pt/C / ethyl acetate / atmospheric pressure
7.1: 80 percent / m-chloroperbenzoic acid / CH2Cl2 / 1 h / 20 °C
8.1: 85 percent / n-Bu4NF / tetrahydrofuran / 2 h / 0 °C
View Scheme
参考文献
Shi, Hongxin; Liu, Huazhang; Bloch, Robert; Mandville, Gerard
Tetrahedron Asymmetry, 2002 , vol. 13, # 13 p. 1423 - 1428
反应条件
1.1: t-BuLi / pentane; diethyl ether / 1 h / -78 °C
1.2: ClTi(O-i-Pr)3 / diethyl ether; pentane; hexane / -40 - 0 °C
1.3: 91 percent / tetrahydrofuran; diethyl ether; various solvents / 4.5 h / 0 - 20 °C
2.1: 78 percent / 4 Angstroem molecular sieves; 4-methoxymorpholine N-oxide; tetrapropylammonium perruthenate / CH2Cl2 / 5 h / 20 °C
3.1: t-BuLi / pentane / 0.5 h / -78 °C
3.2: 53 percent / pentane; tetrahydrofuran / 0.5 h / -78 °C
4.1: 75 percent / NaBH3CN; Cl2CHCO2H / various solvent(s) / 0.5 h / -25 °C
5.1: 67 percent / 450 °C / 0 Torr
6.1: 75 percent / H2 / Pt/C / ethyl acetate / atmospheric pressure
7.1: 80 percent / m-chloroperbenzoic acid / CH2Cl2 / 1 h / 20 °C
View Scheme
参考文献
Shi, Hongxin; Liu, Huazhang; Bloch, Robert; Mandville, Gerard
Tetrahedron Asymmetry, 2002 , vol. 13, # 13 p. 1423 - 1428
