1,2,3,4-四氢异喹啉合成路线 （共 340 条）
反应条件
1: T=20°C; 1 h;
2: With sodium tetrahydroborate in methanol
1 h;
参考文献
Deb, Mohit L.; Dey, Suvendu S.; Bento, Isabel; Barros, M. Teresa; Maycock, Christopher D.
Angewandte Chemie - International Edition, 2013 , vol. 52, # 37 p. 9791 - 9795
Angew. Chem., 2013 , vol. 125, # 37 p. 9973 - 9977,5
反应条件
cobalt(II) dibromide; zinc in acetonitrile
T=60°C; Mannich type reaction; 2 h; Inert atmosphere;
参考文献
Le Gall, Erwan; Decompte, Alexandre; Martens, Thierry; Troupel, Michel
Synthesis, 2010 , # 2 art. no. T15009SS, p. 249 - 254
反应条件
sodium tetrahydroborate; 2-chloropyridine hydrochloride in tetrahydrofuran
T=70°C; Alkylation; Reductive amination; 15 h;
参考文献
Perrio-Huard, Cecile; Aubert, Catherine; Lasne, Marie-Claire
Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 3 p. 311 - 316
参考文献
Bettoni, Giancarlo; Carbonara, Giuseppe; Franchini, Carlo; Tortorella, Vincenzo
Tetrahedron, 1981 , vol. 37, # 24 p. 4159 - 4164
反应条件
1.1: sodium nitrate; sulfuric acid / 4 - 20 °C
1.2: pH 8
2.1: water; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 24 h / 20 °C
3.1: hydrogen / palladium 10 on activated carbon / ethanol; water / 24 h / 20 °C / 760.05 Torr
View Scheme
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH; COOK, Brian Nicholas; KOWALSKI, Jennifer A.; LI, Xiang; MARSHALL, Daniel Richard; SCHLYER, Sabine; SIBLEY, Robert; SMITH-KEENAN, Lana Louise; SOLEYMANZADEH, Fariba; SORCEK, Ronald John; YOUNG, Erick Richard Roush; ZHANG, Yunlong
Patent: WO2012/6203 A1, 2012 ;
WO 2012/006203 A1
反应条件
formic acid; water
T=80°C; 24 h;
参考文献
Ebden, Mark R.; Simpkins, Nigel S.; Fox, David N.A.
Tetrahedron, 1998 , vol. 54, # 42 p. 12923 - 12952
反应条件
1: 1,2,3,4-Tetrahydro-isoquinoline; JandaJel-REM in N,N-dimethyl-formamide
T=20°C; Solid phase reaction; Michael addition; 24 h;
2: methyl iodide in N,N-dimethyl-formamide
T=20°C; Solid phase reaction; methylation; 24 h;
3: With NCPS-NEt2 in dichloromethane
T=20°C; Solid phase reaction; elimination; 24 h; Further stages.;
参考文献
Toy, Patrick H.; Reger, Thomas S.; Janda, Kim D.
Organic Letters, 2000 , vol. 2, # 15 p. 2205 - 2207
反应条件
hydrogen in hexane
T=160°C; 24 h;
参考文献
Cui, Xinjiang; Dai, Xingchao; Zhang, Yan; Deng, Youquan; Shi, Feng
Chemical Science, 2014 , vol. 5, # 2 p. 649 - 655
反应条件
potassium hydride; triethylamine in ethylene glycol dimethyl ether
T=0 - 20°C;
参考文献
Soldatenkov; Soldatova; Mamyrbekova-Bekro; Gimranova; Malkova; Polyanskii; Kolyadina; Khrustalev
Chemistry of Heterocyclic Compounds, 2012 , vol. 48, # 9 p. 1332 - 1339
Khim. Geterotsikl. Soedin., 2012 , vol. 48, # 9 p. 1430 - 1437,8
反应条件
1: NaOH / toluene; H2O / 12 h / 20 °C
2: 2.48 g / LiAlH4 / tetrahydrofuran / 36 h / Heating
View Scheme
参考文献
Morphy, J. Richard; Rankovic, Zoran; Rees, David C.
Tetrahedron Letters, 1996 , vol. 37, # 18 p. 3209 - 3212
