2-(3,4-二羟基苯基)-5,7-二羟基-3,6,8-三甲氧基-4H-1-苯并吡喃-4-酮合成路线 （共 9 条）
反应条件
potassium carbonate in acetone 1 h; Heating;
参考文献
Phytochemistry (Elsevier), , vol. 24, # 4 p. 835 - 848
反应条件
1: 1.) dimethyldioxirane, 2.) p-TsOH / 1.) CH2Cl2, Me2CO, 0 deg C, 12 h, 2.) CH2Cl2, 0 deg C, 30 min
2: 100 percent / K2CO3 / acetone / 2 h / Heating
3: AlBr3 / acetonitrile / 0.83 h / 0 °C
4: 100 percent / H2 / 10percent Pd/C / ethyl acetate; methanol / Ambient temperature
View Scheme
参考文献
Horie, Tokunaru; Kitou, Takeshi; Kawamura, Yasuhiko; Yamashita, Kazuyo
Bulletin of the Chemical Society of Japan, 1996 , vol. 69, # 4 p. 1033 - 1041
反应条件
1: 77 percent / K2CO3 / acetone; dimethylformamide / 50 h / Heating
2: 10percent aq. NaOH / methanol / 0.5 h / Ambient temperature
3: K2CO3 / acetone / 3 h / Heating
4: H2 / 10percent Pd/C / methanol; ethyl acetate / Ambient temperature
5: pyridine
6: 1.) AcOH, BF3(g), 2.) pyridine / 1.) from 50 to 60 deg C, 5 h
7: 10percent aq. NaOH / methanol / 0.25 h / Ambient temperature
8: (i-Pr)2NEt / CH2Cl2 / 0.83 h / 5 °C
9: pyridine / 3 h / 60 - 70 °C
10: KOH, pyridine / 2 h / 60 °C
11: conc. H2SO4, HOAc / 1 h / 50 °C
12: 87 percent / K2CO3 / dimethylformamide / 0.08 h / 150 °C
13: 1.) dimethyldioxirane, 2.) p-TsOH / 1.) CH2Cl2, Me2CO, 0 deg C, 12 h, 2.) CH2Cl2, 0 deg C, 30 min
14: 100 percent / K2CO3 / acetone / 2 h / Heating
15: AlBr3 / acetonitrile / 0.83 h / 0 °C
16: 100 percent / H2 / 10percent Pd/C / ethyl acetate; methanol / Ambient temperature
View Scheme
参考文献
Horie, Tokunaru; Kitou, Takeshi; Kawamura, Yasuhiko; Yamashita, Kazuyo
Bulletin of the Chemical Society of Japan, 1996 , vol. 69, # 4 p. 1033 - 1041
反应条件
1: 4percent aq. NaOH, 6percent aq. H2O2 / methanol / 2 h / 50 °C
2: pyridine
3: 77 percent / K2CO3 / acetone; dimethylformamide / 50 h / Heating
4: 10percent aq. NaOH / methanol / 0.5 h / Ambient temperature
5: K2CO3 / acetone / 3 h / Heating
6: H2 / 10percent Pd/C / methanol; ethyl acetate / Ambient temperature
7: pyridine
8: 1.) AcOH, BF3(g), 2.) pyridine / 1.) from 50 to 60 deg C, 5 h
9: 10percent aq. NaOH / methanol / 0.25 h / Ambient temperature
10: (i-Pr)2NEt / CH2Cl2 / 0.83 h / 5 °C
11: pyridine / 3 h / 60 - 70 °C
12: KOH, pyridine / 2 h / 60 °C
13: conc. H2SO4, HOAc / 1 h / 50 °C
14: 87 percent / K2CO3 / dimethylformamide / 0.08 h / 150 °C
15: 1.) dimethyldioxirane, 2.) p-TsOH / 1.) CH2Cl2, Me2CO, 0 deg C, 12 h, 2.) CH2Cl2, 0 deg C, 30 min
16: 100 percent / K2CO3 / acetone / 2 h / Heating
17: AlBr3 / acetonitrile / 0.83 h / 0 °C
18: 100 percent / H2 / 10percent Pd/C / ethyl acetate; methanol / Ambient temperature
View Scheme
参考文献
Horie, Tokunaru; Kitou, Takeshi; Kawamura, Yasuhiko; Yamashita, Kazuyo
Bulletin of the Chemical Society of Japan, 1996 , vol. 69, # 4 p. 1033 - 1041
反应条件
1: pyridine / 3 h / 60 - 70 °C
2: KOH, pyridine / 2 h / 60 °C
3: conc. H2SO4, HOAc / 1 h / 50 °C
4: 87 percent / K2CO3 / dimethylformamide / 0.08 h / 150 °C
5: 1.) dimethyldioxirane, 2.) p-TsOH / 1.) CH2Cl2, Me2CO, 0 deg C, 12 h, 2.) CH2Cl2, 0 deg C, 30 min
6: 100 percent / K2CO3 / acetone / 2 h / Heating
7: AlBr3 / acetonitrile / 0.83 h / 0 °C
8: 100 percent / H2 / 10percent Pd/C / ethyl acetate; methanol / Ambient temperature
View Scheme
参考文献
Horie, Tokunaru; Kitou, Takeshi; Kawamura, Yasuhiko; Yamashita, Kazuyo
Bulletin of the Chemical Society of Japan, 1996 , vol. 69, # 4 p. 1033 - 1041
反应条件
1: 10percent aq. NaOH / methanol / 0.25 h / Ambient temperature
2: (i-Pr)2NEt / CH2Cl2 / 0.83 h / 5 °C
3: pyridine / 3 h / 60 - 70 °C
4: KOH, pyridine / 2 h / 60 °C
5: conc. H2SO4, HOAc / 1 h / 50 °C
6: 87 percent / K2CO3 / dimethylformamide / 0.08 h / 150 °C
7: 1.) dimethyldioxirane, 2.) p-TsOH / 1.) CH2Cl2, Me2CO, 0 deg C, 12 h, 2.) CH2Cl2, 0 deg C, 30 min
8: 100 percent / K2CO3 / acetone / 2 h / Heating
9: AlBr3 / acetonitrile / 0.83 h / 0 °C
10: 100 percent / H2 / 10percent Pd/C / ethyl acetate; methanol / Ambient temperature
View Scheme
参考文献
Horie, Tokunaru; Kitou, Takeshi; Kawamura, Yasuhiko; Yamashita, Kazuyo
Bulletin of the Chemical Society of Japan, 1996 , vol. 69, # 4 p. 1033 - 1041
反应条件
1: 87 percent / K2CO3 / dimethylformamide / 0.08 h / 150 °C
2: 1.) dimethyldioxirane, 2.) p-TsOH / 1.) CH2Cl2, Me2CO, 0 deg C, 12 h, 2.) CH2Cl2, 0 deg C, 30 min
3: 100 percent / K2CO3 / acetone / 2 h / Heating
4: AlBr3 / acetonitrile / 0.83 h / 0 °C
5: 100 percent / H2 / 10percent Pd/C / ethyl acetate; methanol / Ambient temperature
View Scheme
参考文献
Horie, Tokunaru; Kitou, Takeshi; Kawamura, Yasuhiko; Yamashita, Kazuyo
Bulletin of the Chemical Society of Japan, 1996 , vol. 69, # 4 p. 1033 - 1041
反应条件
1: 100 percent / K2CO3 / acetone / 2 h / Heating
2: AlBr3 / acetonitrile / 0.83 h / 0 °C
3: 100 percent / H2 / 10percent Pd/C / ethyl acetate; methanol / Ambient temperature
View Scheme
参考文献
Horie, Tokunaru; Kitou, Takeshi; Kawamura, Yasuhiko; Yamashita, Kazuyo
Bulletin of the Chemical Society of Japan, 1996 , vol. 69, # 4 p. 1033 - 1041
反应条件
1: AlBr3 / acetonitrile / 0.83 h / 0 °C
2: 100 percent / H2 / 10percent Pd/C / ethyl acetate; methanol / Ambient temperature
View Scheme
参考文献
Horie, Tokunaru; Kitou, Takeshi; Kawamura, Yasuhiko; Yamashita, Kazuyo
Bulletin of the Chemical Society of Japan, 1996 , vol. 69, # 4 p. 1033 - 1041
