5-甲基-6(5H)-菲啶酮合成路线 (共 78 条)
反应条件
sodium tetrahydroborate in diethyl ether; methanol-d1
T=5 - 10°C; Irradiation;
参考文献
Naito, Takeaki; Ninomiya, Ichiya
Heterocycles, 1984 , vol. 22, # 8 p. 1705 - 1708
反应条件
potassium hydroxide in water
参考文献
Dostal, Jiri; Potacek, Milan; Nechvatal, Miloslav
Collection of Czechoslovak Chemical Communications, 1993 , vol. 58, # 2 p. 395 - 403
反应条件
palladium diacetate; tributylphosphine; N-ethyl-N,N-diisopropylamine in N,N-dimethyl-formamide
3 h; Heating;
参考文献
Harayama, Takashi; Hori, Akihiro; Nakano, Yuichiro; Akiyama, Toshihiko; Abe, Hitoshi; Takeuchi, Yasuo
Heterocycles, 2002 , vol. 58, p. 159 - 164
反应条件
in water
T=20°C; 2 h;
参考文献
Hewavitharanage, Priyadarshine; Danilov, Evgeny O.; Neckers, Douglas C.
Journal of Organic Chemistry, 2005 , vol. 70, # 26 p. 10653 - 10659
反应条件
1: 98 percent / 10percent sodium hydroxide / 2 h
2: 50 percent / palladium(II) acetate, sodium carbonate / N,N-dimethyl-acetamide / 24 h / 160 °C
View Scheme
参考文献
Ames, D.E.; Opalko, A.
Tetrahedron, 1984 , vol. 40, # 10 p. 1919 - 1926
反应条件
1.1: acetic acid / methanol / 0.5 h / 20 °C / Inert atmosphere
2.1: sodium cyanoborohydride / methanol / 16 h / 0 - 20 °C / Inert atmosphere
3.1: acetic acid / water; acetonitrile / 0.5 h / 20 °C / Inert atmosphere
3.2: 0 - 20 °C / Inert atmosphere
4.1: pyridine; 1,10-phenanthroline; potassium tert-butylate / 0.18 h / 20 - 160 °C / Inert atmosphere; Microwave irradiation
5.1: BaMnO4 / dichloromethane / 12 h / 45 °C / Inert atmosphere
View Scheme
参考文献
Roman, Daniela Sustac; Takahashi, Yoko; Charette, Andre B.
Organic Letters, 2011 , vol. 13, # 12 p. 3242 - 3245
反应条件
in ethylene glycol dimethyl ether
T=180°C; Diels-Alder reaction; 72 h;
参考文献
Fujita, Reiko; Wakayanagi, Sota; Wakamatsu, Hideaki; Matsuzaki, Hisao
Chemical and Pharmaceutical Bulletin, 2006 , vol. 54, # 2 p. 209 - 212
反应条件
1: 86 percent / NEt3 / CH2Cl2 / 0.5 h / 0 °C
2: 92 percent / aq. sodium chlorite; sodium phosphate monobasic dihydrate; hydrogen peroxide / acetonitrile; H2O / 15 h / 10 °C
3: oxalyl chloride; DMF / CH2Cl2 / 1 h / 10 °C
4: NEt3 / CH2Cl2 / 5 h / 20 °C
5: 71 percent / DPPP; n-Bu3P; i-Pr2NEt / Pd(OAc)2 / dimethylformamide / 0.75 h / Heating
View Scheme
参考文献
Harayama, Takashi; Toko, Hiroko; Kubota, Kyoko; Nishioka, Hiromi; Abe, Hitoshi; Takeuchi, Yasuo
Heterocycles, 2002 , vol. 58, p. 175 - 181
反应条件
1: 71 percent / NEt3 / CH2Cl2 / 0.08 h / 0 °C
2: 99 percent / aq. sodium chlorite; sodium phosphate monobasic dihydrate; hydrogen peroxide / acetonitrile; H2O / 15 h / 10 °C
3: oxalyl chloride; DMF / CH2Cl2 / 2 h / Heating
4: NEt3 / CH2Cl2 / 1 h / 20 °C
5: 76 percent / DPPP; n-Bu3P; i-Pr2NEt / Pd(OAc)2 / dimethylformamide / 0.5 h / Heating
View Scheme
参考文献
Harayama, Takashi; Toko, Hiroko; Kubota, Kyoko; Nishioka, Hiromi; Abe, Hitoshi; Takeuchi, Yasuo
Heterocycles, 2002 , vol. 58, p. 175 - 181
反应条件
1: 92 percent / aq. sodium chlorite; sodium phosphate monobasic dihydrate; hydrogen peroxide / acetonitrile; H2O / 15 h / 10 °C
2: oxalyl chloride; DMF / CH2Cl2 / 1 h / 10 °C
3: NEt3 / CH2Cl2 / 5 h / 20 °C
4: 71 percent / DPPP; n-Bu3P; i-Pr2NEt / Pd(OAc)2 / dimethylformamide / 0.75 h / Heating
View Scheme
参考文献
Harayama, Takashi; Toko, Hiroko; Kubota, Kyoko; Nishioka, Hiromi; Abe, Hitoshi; Takeuchi, Yasuo
Heterocycles, 2002 , vol. 58, p. 175 - 181