1,4-环己二酮单乙二醇缩酮合成路线 (共 270 条)
反应条件
1: in ethanol
T=20°C; Fischer indole synthesis; 0.5 h;
2: in ethylene glycol
T=190°C; 4.5 h;
参考文献
Liu, Peijun; Wang, Juan; Zhang, Jiancun; Qiu, Fayang G.
Organic Letters, 2011 , vol. 13, # 24 p. 6426 - 6428
反应条件
1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate in N,N-dimethyl-formamide
T=105°C;
参考文献
Chen; Lieberman; Larsen; Verhoeven; Reider
Journal of Organic Chemistry, 1997 , vol. 62, # 9 p. 2676 - 2677
反应条件
1: 98 percent / toluene / Heating
2: 83 percent / ethane-1,2-diol / 4 h / 180 °C
View Scheme
参考文献
Urrutia, Anahi; Rodriguez, J. Gonzalo
Tetrahedron, 1999 , vol. 55, # 36 p. 11095 - 11108
反应条件
ammonium hydroxide; ammonium chloride in methanol; water
T=20°C; 16 h;
参考文献
Bristol-Myers Squibb Company
Patent: US2009/253677 A1, 2009 ;
Location in patent: Page/Page column 61 ;
US 20090253677 A1
反应条件
toluene-4-sulfonic acid in toluene
T=132°C; 12 h; Dean-Stark apparatus;
参考文献
ARRAY BIOPHARMA INC.; GENENTECH, INC.; HICKEN, Erik James; HUNT, Kevin W.; RODRIGUEZ, Martha E.; TANG, Tony P.; SIU, Michael
Patent: WO2013/148851 A1, 2013 ;
Location in patent: Paragraph 0096 ;
反应条件
toluene-4-sulfonic acid
参考文献
Haga, Kazuo; Oohashi, Masayuki; Kaneko, Ryohei
Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 6 p. 1586 - 1590
反应条件
1: 100 percent / KHMDS / tetrahydrofuran; toluene / 4 h / -78 °C
2: 79 percent / LiCl / [Pd(PPh3)4] / tetrahydrofuran / 1.5 h / Heating
View Scheme
参考文献
Quin, Louis D.; MacDiarmid, Joan E.
Journal of Organic Chemistry, 1981 , vol. 46, # 2 p. 461 - 464
反应条件
1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C
1.2: 1 h / 0 °C
2.1: hydrogen / palladium 10 on activated carbon / ethyl acetate / 3 h / 20 °C / 760.05 Torr
3.1: formic acid / water / 20 °C
View Scheme
参考文献
MERCK SHARP and DOHME CORP.; ALI, Amjad; YAN, Lin; HUO, Pei; NARGUND, Ravi
Patent: WO2011/146371 A1, 2011 ;
反应条件
1: NaHB(OAc)3 / 1,2-dichloro-ethane
2: Et3N
3: aq. AcOH
View Scheme
参考文献
Fotsch, Christopher; Smith, Duncan M.; Adams, Jeffrey A.; Cheetham, Janet; Croghan, Michael; Doherty, Elizabeth M.; Hale, Clarence; Jarosinski, Mark A.; Kelly, Michael G.; Norman, Mark H.; Tamayo, Nuria A.; Xi, Ning; Baumgartner, James W.
Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 14 p. 2337 - 2340
反应条件
ammonium acetate; acetic acid in toluene
48 h; Heating;
参考文献
Wolkerstorfer, Andrea; Szolar, Oliver; Handler, Norbert; Buschmann, Helmut; Cusack, Stephen; Smith, Mark; So, Sung-Sau; Hawley, Ronald Charles; Sidduri, Achyutharao; Zhang, Zhuming
Patent: US2014/194431 A1, 2014 ;
Location in patent: Page/Page column ;