6-溴-3,4-亚甲基二氧苯甲醛合成路线 （共 110 条）
反应条件
1: 99 percent / NaOMe / PdCl2(PPh3)2 / methanol / 0.08 h / microwave irradiation
2: 97 percent / AcONa / ethanol / 1 h / 80 °C
3: 90 percent / various solvent(s) / 1 h / 180 °C / microwave irradiation
4: 86 percent / diethyl fumarate / Pd/C / diphenyl ether / 5 h / Heating
View Scheme
参考文献
De, Subhadip; Mishra, Sourabh; Kakde, Badrinath N.; Dey, Dhananjay; Bisai, Alakesh
Journal of Organic Chemistry, 2013 , vol. 78, # 16 p. 7823 - 7844
反应条件
1: 95 percent / tetrahydrofuran / 1.) 0 deg C, 1.5 h 2.) room temp., 3 h
2: 83 percent / pyridinium dichromate / dimethylformamide / 1.) 0 deg C, 5 h 2.) room temp., 7 h
View Scheme
参考文献
Ziegler, Frederick E.; Chliwner, Irene; Fowler, Kerry W.; Kanfer, Sheldon J.; Kuo, Stephen J.; Sinha, Nanda D.
Journal of the American Chemical Society, 1980 , vol. 102, # 2 p. 790 - 798
反应条件
1: methyl iodide With iodine; magnesium in diethyl ether
Inert atmosphere;
2: 2-bromo-4,5-methylenedioxybenzaldehyde in diethyl ether
T=-10°C; Grignard reaction; 3 h; Inert atmosphere;
3: With ammonium chloride in diethyl ether; water
Inert atmosphere;
参考文献
Mahendar, Lodi; Krishna, Jonnada; Gopi Krishna Reddy, Alavala; Venkat Ramulu, Bokka; Satyanarayana, Gedu
Organic Letters, 2012 , vol. 14, # 2 p. 628 - 631
反应条件
in tetrahydrofuran
1.) 0 deg C, 1.5 h 2.) room temp., 3 h;
参考文献
Swenton, John S.; Callinan, Andrew; Wang, Shaopeng
Journal of Organic Chemistry, 1992 , vol. 57, # 1 p. 78 - 85
反应条件
in diethyl ether
T=0 - 20°C; 3 h; Inert atmosphere;
参考文献
Mahendar, Lodi; Satyanarayana, Gedu
Journal of Organic Chemistry, 2014 , vol. 79, # 5 p. 2059 - 2074
反应条件
1: sodium tetrahydroborate / |Schlenk technique; |Inert atmosphere
2: |Schlenk technique; |Inert atmosphere
View Scheme
参考文献
Gopi Krishna Reddy; Krishna; Satyanarayana
Tetrahedron Letters, 2012 , vol. 53, # 42 p. 5635 - 5640
反应条件
toluene-4-sulfonic acid in methanol; benzene
T=25°C; 1 h;
参考文献
Jung, Michael E.; Lam, Patrick Yuk-Sun; Mansuri, Muzzamil M.; Speltz, Laurine M.
Journal of Organic Chemistry, 1985 , vol. 50, # 7 p. 1087 - 1105
反应条件
1: NaBH4 / methanol
2: 1.) NaH / 1.) DMF, 0 deg C, 2.) rt, 3 h
View Scheme
参考文献
Paleo, M. Rita; Lamas, Carlos; Castedo, Luis; Dominguez, Domingo
Journal of Organic Chemistry, 1992 , vol. 57, # 7 p. 2029 - 2033
反应条件
toluene-4-sulfonic acid
24 h; Heating;
参考文献
Boger; Wolkenberg
Journal of Organic Chemistry, 2000 , vol. 65, # 26 p. 9120 - 9124
反应条件
1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / ethylene glycol dimethyl ether / |Inert atmosphere
2: nitrobenzene; anhydrous xylene / 1 h / 175 °C / |Inert atmosphere
3: sodium chloride / water / |Inert atmosphere
View Scheme
参考文献
Baechler, Simone A.; Fehr, Markus; Habermeyer, Michael; Hofmann, Andreas; Merz, Karl-Heinz; Fiebig, Heinz-Herbert; Marko, Doris; Eisenbrand, Gerhard
Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 3 p. 814 - 823
