4-乙基-7,8-二氢-4-羟基-1H-吡喃并[3,4-f]吲嗪-3,6,10(4H)-三酮合成路线 （共 27 条）
反应条件
1: 1) tBuOK / 1) DME, -70 deg C, 20 min, 2a) -70 deg C to room temperature, b) room temperature, 30 h 2: 95 percent / aq. H2SO4 / dioxane / 24 h / 107 °C 3: 53 percent / 48percent aq. HBr / 18 h / 105 °C 4: 43 percent / SeO2 / dioxane; H2O / 4 h / 160 °C 5: 45 percent / pyridinium dichromate, 4-Angstroem molecular sieves / CH2Cl2 / 3.5 h / 0 °C View Scheme
参考文献
Shen, Wang; Coburn, Craig A.; Bornmann, William G.; Danishefsky, Samuel J.
Journal of Organic Chemistry, 1993 , vol. 58, # 3 p. 611 - 617
反应条件
1: 95 percent / aq. H2SO4 / dioxane / 24 h / 107 °C 2: 53 percent / 48percent aq. HBr / 18 h / 105 °C 3: 43 percent / SeO2 / dioxane; H2O / 4 h / 160 °C 4: 45 percent / pyridinium dichromate, 4-Angstroem molecular sieves / CH2Cl2 / 3.5 h / 0 °C View Scheme
参考文献
Shen, Wang; Coburn, Craig A.; Bornmann, William G.; Danishefsky, Samuel J.
Journal of Organic Chemistry, 1993 , vol. 58, # 3 p. 611 - 617
反应条件
1: 53 percent / 48percent aq. HBr / 18 h / 105 °C 2: 43 percent / SeO2 / dioxane; H2O / 4 h / 160 °C 3: 45 percent / pyridinium dichromate, 4-Angstroem molecular sieves / CH2Cl2 / 3.5 h / 0 °C View Scheme
参考文献
Shen, Wang; Coburn, Craig A.; Bornmann, William G.; Danishefsky, Samuel J.
Journal of Organic Chemistry, 1993 , vol. 58, # 3 p. 611 - 617
反应条件
1: NaNO2, HOAc / acetic anhydride / 4 h / 0 °C 2: CCl4 / 5 h / Heating 3: 33.5 percent / 1 M H2SO4 / 1,2-dimethoxy-ethane / 24 h / 55 °C View Scheme
参考文献
Ejima, Akio; Terasawa, Hirofumi; Sugimori, Masamichi; Tagawa, Hiroaki
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 1 p. 27 - 31
反应条件
toluene-4-sulfonic acid 1.) toluene, reflux, 0.5 h, 2.) toluene, reflux, 5 h; Yield given. Multistep reaction;
参考文献
Wani; Nicholas; Manikumar; Wall
Journal of Medicinal Chemistry, 1987 , vol. 30, # 10 p. 1774 - 1779
反应条件
hydrogenchloride; acetic acid Yield given. Multistep reaction;
参考文献
Wani; Nicholas; Manikumar; Wall
Journal of Medicinal Chemistry, 1987 , vol. 30, # 10 p. 1774 - 1779
反应条件
acetic acid 1.) toluene, reflux, 0.5 h, 2.) toluene, reflux, 18 h; Multistep reaction. Title compound not separated from byproducts;
参考文献
Wani; Nicholas; Manikumar; Wall
Journal of Medicinal Chemistry, 1987 , vol. 30, # 10 p. 1774 - 1779
反应条件
toluene-4-sulfonic acid in toluene 3.5 h; Heating;
参考文献
Shen, Wang; Coburn, Craig A.; Bornmann, William G.; Danishefsky, Samuel J.
Journal of Organic Chemistry, 1993 , vol. 58, # 3 p. 611 - 617
反应条件
toluene-4-sulfonic acid in toluene Heating1) 30 min, 2) 3 h;
参考文献
Ejima, Akio; Terasawa, Hirofumi; Sugimori, Masamichi; Tagawa, Hiroaki
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 1 p. 27 - 31
反应条件
iodine in N,N-dimethyl-formamide T=80°C; Friedlaender synthesis; 8 h; Inert atmosphere;
参考文献
Kuang, Yun-Yan; Niu, Jing-Ze; Chen, Fen-Er
Helvetica Chimica Acta, 2010 , vol. 93, # 10 p. 2094 - 2099
