2-甲基-3-丁炔-2-醇合成路线 （共 621 条）
反应条件
copper(l) iodide; ethyl α,α-dibromoacetoacetate; triethylamine in dichloromethane
T=20°C; 23 h; Overall yield = 99 percent;
参考文献
Fan, Xiaohui; Li, Na; Shen, Tong; Cui, Xiao-Meng; Lv, Hao; Zhu, Hong-Bo; Guan, Yong-Hong
Tetrahedron, 2014 , vol. 70, # 2 p. 256 - 261
反应条件
1.1: 55 percent / sodium hypochlorite; triethylamine / H2O; CHCl3 / 0 - 4 °C
2.1: hydrogen / Pd/C / methanol / 10 h
2.2: 72 percent / aqueous hydrochloric acid / H2O / 3 h
View Scheme
参考文献
Chimichi, Stefano; Boccalini, Marco; Cosimelli, Barbara; Viola, Giampietro; Vedaldi, Daniela; Dall'Acqua, Francesco
Tetrahedron Letters, 2002 , vol. 43, # 42 p. 7473 - 7476
反应条件
boron trifluoride diethyl etherate in toluene
T=100°C; 3 h;
参考文献
Haak, Edgar
European Journal of Organic Chemistry, 2008 , # 5 p. 788 - 792
反应条件
1: iodobenzene; 2-methyl-but-3-yn-2-ol With copper(l) iodide; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride
T=50°C; Sonogashira coupling; 1 h;
2: 3-bromo-pyridine With potassium hydroxide; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride
T=110°C; Sonogashira coupling; 5 h;
参考文献
Novak, Zoltan; Nemes, Peter; Kotschy, Andras
Organic Letters, 2004 , vol. 6, # 26 p. 4917 - 4920
反应条件
1: iodobenzene; 2-methyl-but-3-yn-2-ol With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine
T=50°C; 1 h; Inert atmosphere;
2: 3-iodo-pyridine With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium hydroxide
T=110°C; 5 h; Inert atmosphere;
参考文献
Zhao, Yankai; Liu, Qiang; Li, Jing; Liu, Zhongquan; Zhou, Bo
Synlett, 2010 , # 12 p. 1870 - 1872
反应条件
1: NaOCl, Et3N / CHCl3; H2O / Ambient temperature
2: 1.) H2, Raney nickel, 2.) 2N aq. HCl / 1.) PtO2 / 1.) CH3OH, H2O, 1 atm, 1 d, 2.) THF, overnight
View Scheme
参考文献
Felman; Jirkovsky; Memoli; Borella; Wells; Russell; Ward
Journal of Medicinal Chemistry, 1992 , vol. 35, # 7 p. 1183 - 1190
反应条件
boron trifluoride diethyl etherate in dichloromethane
T=20°C; 6 h; Reagent/catalystTimeSolvent;
参考文献
Madabhushi, Sridhar; Jillella, Raveendra; Godala, Kondal Reddy; Mallu, Kishore Kumar Reddy; Beeram, China Ramanaiah; Chinthala, Narsaiah
Tetrahedron Letters, 2012 , vol. 53, # 39 p. 5275 - 5279
反应条件
1: 98 percent / PPh3, CuI / PdCl2 / triethylamine; dimethylformamide / 1.5 h / 50 °C
2: 54 percent / BBr3 / CH2Cl2 / 0.08 h / 0 °C
3: 63 percent / 30percent KOH / ethanol; H2O / 4 h / 90 °C / Heating
View Scheme
参考文献
Tsukayama, Masao; Kikuchi, Makoto; Kawamura, Yasuhiko
Heterocycles, 1994 , vol. 38, # 7 p. 1487 - 1490
反应条件
1.1: 90 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 16 h / 20 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C
2.2: 72 percent / HMPA / tetrahydrofuran; hexane / 2 h / 0 - 20 °C
3.1: 63 percent / lithium aluminum hydride / diethyl ether / 3 h / 20 °C
View Scheme
参考文献
Boutier, Audrey; Kammerer-Pentier, Claire; Krause, Norbert; Prestat, Guillaume; Poli, Giovanni
Chemistry - A European Journal, 2012 , vol. 18, # 13 p. 3840 - 3844
反应条件
1: 2-methyl-but-3-yn-2-ol With 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic anhydride; copper dichloride in acetonitrile
T=-40 - -10°C; 0.5 h; Inert atmosphere;
2: 2-hydroxy-3-methyl-9H-carbazole in acetonitrile
5 h; Inert atmosphere;
3: in toluene
T=111°C; Claisen Rearrangement; 22 h; Inert atmosphere;
参考文献
Hesse, Ronny; Gruner, Konstanze K.; Kataeva, Olga; Schmidt, Arndt W.; Knoelker, Hans-Joachim
Chemistry - A European Journal, 2013 , vol. 19, # 42 p. 14098 - 14111
