2-甲基-3-(3-甲基-2-丁烯基)-1,4-萘二酮合成路线 (共 28 条)
反应条件
zinc in tetrahydrofuran
T=55 - 60°C; 20 h; Further byproducts given;
参考文献
Kapoor, N. K.; Gupta, R. B.; Khanna, R. N.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1982 , vol. 21, # 3 p. 189 - 191
反应条件
boron trifluoride diethyl etherate; silver(l) oxide
1.) dichloromethane, -78 deg C, 2.) Ag2O, ether; Yield given. Multistep reaction;
参考文献
Naruta, Yoshinori
Journal of the American Chemical Society, 1980 , vol. 102, # 11 p. 3774 - 3783
反应条件
silver(l) oxide in water; acetonitrile
0.5 h;
参考文献
Syper, L.; Kloc, K.; Mlochowski, J.
Tetrahedron, 1980 , vol. 36, # 1 p. 123 - 129
反应条件
1: 22 percent / NaBH4 / ethanol / 2 h / 20 °C
2: 61 percent / benzene / 2 h / 100 °C / Photolysis
View Scheme
参考文献
Yamago, Shigeru; Hashidume, Masahiro; Yoshida, Jun-Ichi
Tetrahedron, 2002 , vol. 58, # 34 p. 6805 - 6813
反应条件
2: argentic oxide, PTA / acetonitrile; H2O / 0.5 h
View Scheme
参考文献
Syper, L.; Kloc, K.; Mlochowski, J.
Tetrahedron, 1980 , vol. 36, # 1 p. 123 - 129
反应条件
1: PBr3 / diethyl ether / 1.5 h / 0 °C
2: 72 percent / 1.) hexamethylphosphoric triamide, BuLi / tetrahydrofuran; hexane / 2 h / -70 - 0 °C
3: 70 percent / EtOH, Na / tetrahydrofuran / -20 - 0 °C
4: 70 percent / ceric ammonium nitrate / CH2Cl2; acetonitrile; H2O / 0.5 h / 0 - 20 °C
View Scheme
参考文献
Masaki, Yukio; Hashimoto, Kinji; Kaji, Kenji
Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 10 p. 3959 - 3967
反应条件
1: 72 percent / 1.) hexamethylphosphoric triamide, BuLi / tetrahydrofuran; hexane / 2 h / -70 - 0 °C
2: 70 percent / EtOH, Na / tetrahydrofuran / -20 - 0 °C
3: 70 percent / ceric ammonium nitrate / CH2Cl2; acetonitrile; H2O / 0.5 h / 0 - 20 °C
View Scheme
参考文献
Masaki, Yukio; Hashimoto, Kinji; Kaji, Kenji
Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 10 p. 3959 - 3967
反应条件
1: 70 percent / EtOH, Na / tetrahydrofuran / -20 - 0 °C
2: 70 percent / ceric ammonium nitrate / CH2Cl2; acetonitrile; H2O / 0.5 h / 0 - 20 °C
View Scheme
参考文献
Masaki, Yukio; Hashimoto, Kinji; Kaji, Kenji
Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 10 p. 3959 - 3967
反应条件
hydrogenchloride; n-butyllithium; copper (I) iodide; dimethylsulfide; water
Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Chenard, Bertrand L.; Manning, Michael J.; Raynolds, Peter W.; Swenton, John S.
Journal of Organic Chemistry, 1980 , vol. 45, # 3 p. 378 - 384
反应条件
boron trifluoride; zinc(II) chloride
anschliessend Behandeln mit Ag2O;
参考文献
Isler et al.
Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1953 , vol. 295, p. 290,307
Helvetica Chimica Acta, 1958 , vol. 41, p. 786,803