4,5,6,9-四甲氧基-10H-薁并[1,2,3-Ij]异喹啉-10-酮合成路线 (共 11 条)
反应条件
methanol in tetrahydrofuran; hexane
T=20°C; 48 h;
参考文献
Lee, Jae Chol; Cha, Jin Kun
Journal of the American Chemical Society, 2001 , vol. 123, # 14 p. 3243 - 3246
反应条件
trifluoroacetic acid in chloroform
T=18°C; 2 h;
参考文献
Banwell, Martin G.; Hamel, Ernest; Ireland, Neil K.; Mackay, Maureen F.
Heterocycles, 1994 , vol. 39, # 1 p. 205 - 218
反应条件
1.1: 96 percent / CH2Cl2; H2O / 15 h / 20 °C
2.1: 63 percent / DIBAL-H / toluene; hexane / 3 h / -78 °C
3.1: K2CO3 / methanol / 1 h / Heating
3.2: 82 percent / KOH / methanol / 6 h / Heating
4.1: 90 percent / 1,2-dichloro-benzene / 20 h / Heating
5.1: Et3N; CF3CH2OH / 72 h / 20 °C
5.2: 73 percent / Zn; NH4Cl / methanol / 10 h / 20 °C / sonication
6.1: 83 percent / PhI(OAc)2; KOH / 12 h / 20 °C
7.1: 96 percent / aq. AcOH / 8 h / 20 °C
8.1: 62 percent / TMSOTf; Et3N / CH2Cl2 / 1 h / 10 °C
9.1: 34 percent / MeOH / tetrahydrofuran; hexane / 48 h / 20 °C
View Scheme
参考文献
Lee, Jae Chol; Cha, Jin Kun
Journal of the American Chemical Society, 2001 , vol. 123, # 14 p. 3243 - 3246
反应条件
1.1: Et3N; CF3CH2OH / 72 h / 20 °C
1.2: 73 percent / Zn; NH4Cl / methanol / 10 h / 20 °C / sonication
2.1: 83 percent / PhI(OAc)2; KOH / 12 h / 20 °C
3.1: 96 percent / aq. AcOH / 8 h / 20 °C
4.1: 62 percent / TMSOTf; Et3N / CH2Cl2 / 1 h / 10 °C
5.1: 34 percent / MeOH / tetrahydrofuran; hexane / 48 h / 20 °C
View Scheme
参考文献
Lee, Jae Chol; Cha, Jin Kun
Journal of the American Chemical Society, 2001 , vol. 123, # 14 p. 3243 - 3246
反应条件
1.1: K2CO3 / methanol / 1 h / Heating
1.2: 82 percent / KOH / methanol / 6 h / Heating
2.1: 90 percent / 1,2-dichloro-benzene / 20 h / Heating
3.1: Et3N; CF3CH2OH / 72 h / 20 °C
3.2: 73 percent / Zn; NH4Cl / methanol / 10 h / 20 °C / sonication
4.1: 83 percent / PhI(OAc)2; KOH / 12 h / 20 °C
5.1: 96 percent / aq. AcOH / 8 h / 20 °C
6.1: 62 percent / TMSOTf; Et3N / CH2Cl2 / 1 h / 10 °C
7.1: 34 percent / MeOH / tetrahydrofuran; hexane / 48 h / 20 °C
View Scheme
参考文献
Lee, Jae Chol; Cha, Jin Kun
Journal of the American Chemical Society, 2001 , vol. 123, # 14 p. 3243 - 3246
反应条件
1.1: 63 percent / DIBAL-H / toluene; hexane / 3 h / -78 °C
2.1: K2CO3 / methanol / 1 h / Heating
2.2: 82 percent / KOH / methanol / 6 h / Heating
3.1: 90 percent / 1,2-dichloro-benzene / 20 h / Heating
4.1: Et3N; CF3CH2OH / 72 h / 20 °C
4.2: 73 percent / Zn; NH4Cl / methanol / 10 h / 20 °C / sonication
5.1: 83 percent / PhI(OAc)2; KOH / 12 h / 20 °C
6.1: 96 percent / aq. AcOH / 8 h / 20 °C
7.1: 62 percent / TMSOTf; Et3N / CH2Cl2 / 1 h / 10 °C
8.1: 34 percent / MeOH / tetrahydrofuran; hexane / 48 h / 20 °C
View Scheme
参考文献
Lee, Jae Chol; Cha, Jin Kun
Journal of the American Chemical Society, 2001 , vol. 123, # 14 p. 3243 - 3246
反应条件
1.1: 90 percent / 1,2-dichloro-benzene / 20 h / Heating
2.1: Et3N; CF3CH2OH / 72 h / 20 °C
2.2: 73 percent / Zn; NH4Cl / methanol / 10 h / 20 °C / sonication
3.1: 83 percent / PhI(OAc)2; KOH / 12 h / 20 °C
4.1: 96 percent / aq. AcOH / 8 h / 20 °C
5.1: 62 percent / TMSOTf; Et3N / CH2Cl2 / 1 h / 10 °C
6.1: 34 percent / MeOH / tetrahydrofuran; hexane / 48 h / 20 °C
View Scheme
参考文献
Lee, Jae Chol; Cha, Jin Kun
Journal of the American Chemical Society, 2001 , vol. 123, # 14 p. 3243 - 3246
反应条件
1: 83 percent / PhI(OAc)2; KOH / 12 h / 20 °C
2: 96 percent / aq. AcOH / 8 h / 20 °C
3: 62 percent / TMSOTf; Et3N / CH2Cl2 / 1 h / 10 °C
4: 34 percent / MeOH / tetrahydrofuran; hexane / 48 h / 20 °C
View Scheme
参考文献
Lee, Jae Chol; Cha, Jin Kun
Journal of the American Chemical Society, 2001 , vol. 123, # 14 p. 3243 - 3246
反应条件
1: 78 percent / hydrazine hydrate / tetrahydrofuran / 18 h / 25 °C
2: 70 percent / KOH / methanol; H2O / 30 h / 85 °C
3: 41 percent / methanol; tetrahydrofuran; hexane / 20 h / 25 °C
View Scheme
参考文献
Boger, Dale L.; Takahashi, Kanji
Journal of the American Chemical Society, 1995 , vol. 117, # 50 p. 12452 - 12459
反应条件
1: 70 percent / KOH / methanol; H2O / 30 h / 85 °C
2: 41 percent / methanol; tetrahydrofuran; hexane / 20 h / 25 °C
View Scheme
参考文献
Boger, Dale L.; Takahashi, Kanji
Journal of the American Chemical Society, 1995 , vol. 117, # 50 p. 12452 - 12459