(1E)-1-苯乙酮二甲基肼酮合成路线 （共 28 条）
反应条件
1: 95 percent / lithium diisopropylamide / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.)-78 deg C, 1 h 2.)r.t., 12 h 2: 90 percent / p-TsOH / toluene / 30 h / Heating 3: 85 percent / H2 / Raney-nickel / methanol; H2O / 48 h / 3102.9 Torr / Ambient temperature View Scheme
参考文献
Kruse, Chris G.; Bouw, Jan P.; Hes, Roelof van; Kuilen, Aalt van de; Hartog, Jack A. J. den
Heterocycles, 1987 , vol. 26, # 12 p. 3141 - 3151
反应条件
1: 20 percent / Et3N / acetonitrile / 5 h / 20 °C 2: 400 °C View Scheme
参考文献
Ebner, Sieglinde; Wallfisch, Bianca; Andraos, John; Aitbaev, Ilyas; Kiselewsky, Michael; Bernhardt, Paul V.; Kollenz, Gert; Wentrup, Curt
Organic and Biomolecular Chemistry, 2003 , vol. 1, # 14 p. 2550 - 2555
反应条件
1.1: lithium diisopropyl amide / tetrahydrofuran / 5.25 h / 0 °C / Inert atmosphere 1.2: -78 - 20 °C / Inert atmosphere 1.3: 0.5 h / Cooling with ice 2.1: toluene-4-sulfonic acid / toluene / 60 h / Molecular sieve; Reflux; Inert atmosphere; Dean-Stark trap 3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.75 h / -78 °C / Inert atmosphere 4.1: [Ph3PCuCl]4 / tetrahydrofuran / 2 h / Reflux; Inert atmosphere View Scheme
参考文献
Motiwala, Hashim F.; Guelgeze, Belgin; Aube, Jeffrey
Journal of Organic Chemistry, 2012 , vol. 77, # 16 p. 7005 - 7022
反应条件
1: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 40 min, 2.) THF, hexane, RT 2: Amberlyst-15, H2O / acetone 3: 50 percent / p-benzoquinone, PdCl2, H2O / dimethylformamide / 3 h / 70 °C View Scheme
参考文献
Molander, Gary A.; Camera, Kimberly O.
Journal of the American Chemical Society, 1993 , vol. 115, # 3 p. 830 - 846
反应条件
1: 90 percent / lithium diisopropyl amide / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) -78 deg C, 1 hr., 2.) r.t., 2 hrs. 2: 45 percent / acetic acid / 4 h / Heating View Scheme
参考文献
Marchetti, Mauro
Journal of Heterocyclic Chemistry, 1988 , vol. 25, p. 1761 - 1765
反应条件
1: 1.) LDA / 1.) THF, 0 deg C, 2 h, 2.) THF, 0 deg C -> room temperature; room temperature, 2 h
2: 85 percent / Amberlyst / acetone / 18 h / Ambient temperature
View Scheme
参考文献
Seebach, Dieter; Pohmakotr, Manat
Tetrahedron, 1981 , vol. 37, # 23 p. 4047 - 4058
反应条件
n-butyllithium; CuSPh; acetic acid
1.) THF, hexane, -78 deg C, 2.) -70 deg C, 12 h, 3.) -78 deg C, to RT, then reflux 4 h; Yield given. Multistep reaction;
参考文献
Kelly, T. Ross; Liu, Hshiou-ting
Journal of the American Chemical Society, 1985 , vol. 107, # 17 p. 4998 - 4999
反应条件
1.1: lithium diisopropyl amide / tetrahydrofuran / 5.25 h / 0 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
1.3: 0.5 h / Cooling with ice
2.1: toluene-4-sulfonic acid / toluene / 60 h / Molecular sieve; Reflux; Inert atmosphere; Dean-Stark trap
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / -78 °C / Inert atmosphere
4.1: [Ph3PCuCl]4 / tetrahydrofuran / 1 h / Reflux; Inert atmosphere
View Scheme
参考文献
Motiwala, Hashim F.; Guelgeze, Belgin; Aube, Jeffrey
Journal of Organic Chemistry, 2012 , vol. 77, # 16 p. 7005 - 7022
反应条件
1: 1,1-dimethyl-2-(1-phenylethylidene)hydrazine With lithium diisopropyl amide in tetrahydrofuran
T=0°C; 5.25 h; Inert atmosphere;
2: 5-bromo-1-pentene in tetrahydrofuran
T=-78 - 20°C; Inert atmosphere;
3: With sulfuric acid; water in diethyl ether
0.5 h; Cooling with ice;
参考文献
Motiwala, Hashim F.; Guelgeze, Belgin; Aube, Jeffrey
Journal of Organic Chemistry, 2012 , vol. 77, # 16 p. 7005 - 7022
反应条件
1: 1.) LDA / 1.) THF, 0 deg C, 2 h, 2.) THF, 0 deg C -> room temperature; room temperature, 2 h
2: 91 percent / Amberlyst / acetone / Ambient temperature
View Scheme
参考文献
Paquette, Leo A.; Gilday, John P.; Maynard, George D.
Journal of Organic Chemistry, 1989 , vol. 54, # 21 p. 5044 - 5053
