1-甲基-4-氮杂芴-9-酮合成路线 （共 24 条）
反应条件
1: 81 percent / p-toluenesulfonic acid / toluene / 1 h / Heating
2: K2CO3 / methanol / 3 h / 20 °C
3: 1.9 g / Et3N / CH2Cl2 / 12 h
4: 97 percent / Pd(PPh3)2Cl2; Et3N; formic acid / dimethylformamide / 1 h / 110 °C
5: trifluoroacetic acid / 1 h / 100 °C
6: 0.7 g / pyridine / 2 h / 0 °C
7: 75 percent / Pd(PPh3)2Cl2; Et3N; formic acid / dimethylformamide / 1 h / 110 °C
8: 68 percent / potassium permanganate / acetone / 3 h / 20 °C
View Scheme
参考文献
Padwa, Albert; Heidelbaugh, Todd M.; Kuethe, Jeffrey T.
Journal of Organic Chemistry, 2000 , vol. 65, # 8 p. 2368 - 2378
反应条件
1: K2CO3 / methanol / 3 h / 20 °C
2: 1.9 g / Et3N / CH2Cl2 / 12 h
3: 97 percent / Pd(PPh3)2Cl2; Et3N; formic acid / dimethylformamide / 1 h / 110 °C
4: trifluoroacetic acid / 1 h / 100 °C
5: 0.7 g / pyridine / 2 h / 0 °C
6: 75 percent / Pd(PPh3)2Cl2; Et3N; formic acid / dimethylformamide / 1 h / 110 °C
7: 68 percent / potassium permanganate / acetone / 3 h / 20 °C
View Scheme
参考文献
Padwa, Albert; Heidelbaugh, Todd M.; Kuethe, Jeffrey T.
Journal of Organic Chemistry, 2000 , vol. 65, # 8 p. 2368 - 2378
反应条件
1: 97 percent / Pd(PPh3)2Cl2; Et3N; formic acid / dimethylformamide / 1 h / 110 °C
2: trifluoroacetic acid / 1 h / 100 °C
3: 0.7 g / pyridine / 2 h / 0 °C
4: 75 percent / Pd(PPh3)2Cl2; Et3N; formic acid / dimethylformamide / 1 h / 110 °C
5: 68 percent / potassium permanganate / acetone / 3 h / 20 °C
View Scheme
参考文献
Padwa, Albert; Heidelbaugh, Todd M.; Kuethe, Jeffrey T.
Journal of Organic Chemistry, 2000 , vol. 65, # 8 p. 2368 - 2378
反应条件
1.1: 50 percent / Pd(PPh3)4; aq. K2CO3 / toluene; ethanol / 18 h / Heating
2.1: 2,2,6,6-tetramethylpiperidine; n-BuLi / tetrahydrofuran / 1.5 h / -50 °C
2.2: 66 percent / D2O / tetrahydrofuran
3.1: 96 percent / Pd(PPh3)4; K2CO3 / dioxane / 18 h / Heating
View Scheme
参考文献
Rebstock, Anne-Sophie; Mongin, Florence; Trecourt, Francois; Queguiner, Guy
Tetrahedron, 2004 , vol. 60, # 10 p. 2181 - 2186
反应条件
1.1: 50 percent / Pd(PPh3)4; aq. K2CO3 / toluene; ethanol / 18 h / Heating
2.1: 2,2,6,6-tetramethylpiperidine; n-BuLi / tetrahydrofuran / 1.5 h / -50 °C
2.2: 66 percent / D2O / tetrahydrofuran
3.1: 96 percent / Pd(PPh3)4; K2CO3 / dioxane / 18 h / Heating
View Scheme
参考文献
Rebstock, Anne-Sophie; Mongin, Florence; Trecourt, Francois; Queguiner, Guy
Tetrahedron, 2004 , vol. 60, # 10 p. 2181 - 2186
反应条件
1.1: 2,2,6,6-tetramethylpiperidine; n-BuLi / tetrahydrofuran / 1.5 h / -50 °C
1.2: 66 percent / D2O / tetrahydrofuran
2.1: 96 percent / Pd(PPh3)4; K2CO3 / dioxane / 18 h / Heating
View Scheme
参考文献
Rebstock, Anne-Sophie; Mongin, Florence; Trecourt, Francois; Queguiner, Guy
Tetrahedron, 2004 , vol. 60, # 10 p. 2181 - 2186
反应条件
1: 58 percent / Pd(PPh3)4, Na2CO3 / tetrahydrofuran / 24 h / Heating
2: 80 percent / polyphosphoric acid
View Scheme
参考文献
Alves, T.; Oliveira, A. B. de; Snieckus, V.
Tetrahedron Letters, 1988 , vol. 29, # 18 p. 2135 - 2136
反应条件
1: 4.2 percent / 1,2-dichloro-benzene / 0.25 h / 150 - 160 °C
2: 72 percent / KMnO4, MgSO4 / acetone / Ambient temperature
View Scheme
参考文献
Okatani, Teruyo; Koyama, Junko; Suzuta, Yukio; Tagahara, Kiyoshi
Heterocycles, 1988 , vol. 27, # 9 p. 2213 - 2218
反应条件
1: NaH / dioxane / 0.5 h / Ambient temperature
2: H2NOH*HCl / acetic acid / 1.5 h / 100 - 110 °C
3: 81 percent / polyphosphoric acid / 4 h / 130 - 140 °C
View Scheme
参考文献
Bracher, Franz
Archiv der Pharmazie (Weinheim, Germany), 1989 , vol. 322, p. 293 - 294
反应条件
1: H2NOH*HCl / acetic acid / 1.5 h / 100 - 110 °C
2: 81 percent / polyphosphoric acid / 4 h / 130 - 140 °C
View Scheme
参考文献
Bracher, Franz
Archiv der Pharmazie (Weinheim, Germany), 1989 , vol. 322, p. 293 - 294
