2-氧代环戊烷羧酸甲酯合成路线 （共 119 条）
反应条件
1: 56 percent
2: p-toluenesulfonic acid / Heating
3: 1) CaCO3, Br2, 2) Li2CO3, / 1) CCl4, water, 0-5 deg C, 30 min, 2) DMF, 30 min, reflux
4: 95.8 percent / pyridine; ethanol / 22 h / Ambient temperature
5: 2N HCl / acetone / 5 h / Heating
6: 80.6 percent / p-toluenesulfonic acid / 5 h / Heating
View Scheme
参考文献
Bernady; Poletto; Nocera; et al.
Journal of Organic Chemistry, 1980 , vol. 45, # 23 p. 4702 - 4715
反应条件
1: 75 percent / p-TsOH / 0.5 h / 20 °C
2: 87 percent / LiAlH4 / tetrahydrofuran / 15 h / 0 °C
3: 97 percent / CeCl3*7H2O; KI / 0.5 h / 20 °C
View Scheme
参考文献
Wang, Shaozhao; Chen, Gang; Kayser, Margaret M.; Iwaki, Hiroaki; Lau, Peter C.K.; Hasegawa, Yoshie
Canadian Journal of Chemistry, 2002 , vol. 80, # 6 p. 613 - 621
反应条件
pyridine; benzeneselenenyl chloride in dichloromethane
T=0°C; Dehydrogenation; 1.5 h;
参考文献
Wang, Cunxiao; Gu, Xin; Yu, Marvin S.; Curran, Dennis P.
Tetrahedron, 1998 , vol. 54, # 29 p. 8355 - 8370
反应条件
1: 92 percent / NaBH4 / tetrahydrofuran; methanol / 0.5 h / 0 °C
2: 98 percent / Et3N / CH2Cl2 / 1 h / Ambient temperature
3: CH3OK / tetrahydrofuran; methanol / 0.5 h / 0 °C
4: 75 percent / DIBAL / diethyl ether / 0.5 h / 0 °C
View Scheme
参考文献
Kawaji, Tsuyoshi; Shohji, Noriaki; Miyashita, Kenji; Okamoto, Sentaro
Chemical Communications, 2011 , vol. 47, # 27 p. 7857 - 7859
反应条件
1: sodium borohydride
2: p-toluenesulfonyl chloride, pyridine
3: 10percent KOH
4: 54 percent / thionyl chloride
5: 52 percent / triethylamine / benzene / 15.5 h / Heating
6: 26 percent / sodium borohydride / acetonitrile; methanol / 1 h / Irradiation
7: 92 percent / lithium aluminum hydride / diethyl ether / 0.5 h / Ambient temperature
8: 65 percent / H2 / 20percent palladium hydroxide/C / methanol / 16 h / 1368 Torr / Ambient temperature
View Scheme
参考文献
Naito, Takeaki; Tanada, Hiromi; Suzuki, Yumiko; Saito, Haruko; Kiguchi, Toshiko; Ninomiya, Ichiya
Heterocycles, 1993 , vol. 36, # 10 p. 2345 - 2366
反应条件
potassium carbonate in acetone
2 h; Heating;
参考文献
Teixeira, Lis H. P.; Barreiro, Eliezer J.; Fraga, Carlos A. M.
Synthetic Communications, 1997 , vol. 27, # 18 p. 3241 - 3257
反应条件
1: K2CO3 / dimethylformamide / 16 h / 50 °C
2: 83 percent / NaCN / dimethylsulfoxide / 3 h / 160 °C
View Scheme
参考文献
Webber, R. Keith; Metz, Suzanne; Moore, William M.; Connor, Jane R.; Currie, Mark G.; Fok, Kam F.; Hagen, Timothy J.; Hansen Jr., Donald W.; Jerome, Gina M.; Manning, Pamela T.; Pitzele, Barnett S.; Toth, Mihaly V.; Trivedi, Mahima; Zupec, Mark E.; Siong Tjoeng
Journal of Medicinal Chemistry, 1998 , vol. 41, # 1 p. 96 - 101
反应条件
1: 93 percent / TsOH / CH2Cl2
2: 97 percent / lithium aluminum hydride / diethyl ether / 0 °C
3: concd. phosphoric acid, hydroquinone / CH2Cl2 / 16 h / Ambient temperature
View Scheme
参考文献
Marczak, S.; Michalak, K.; Wicha, J.
Polish Journal of Chemistry, 1994 , vol. 68, # 2 p. 321 - 322
反应条件
1: With potassium carbonate in acetone
5 h; Reflux;
2: With hydrogenchloride in methanol; water
40 h; Reflux;
参考文献
MARS INCORPORATED; VAN ZANDT, Michael; JAGDMANN, JR., Gunnar Erik
Patent: WO2012/58065 A1, 2012 ;
Location in patent: Page/Page column 99 ;
反应条件
1: zinc / toluene / 48 h / Reflux
2: triphenylphosphine; palladium diacetate / tetrahydrofuran / 0.75 h / 65 °C
View Scheme
参考文献
MARS, INCORPORATED; VAN ZANDT, Michael; JAGDMANN, JR., Gunnar Erik
Patent: WO2013/158262 A1, 2013 ;
