6-甲氧基-1-萘满酮合成路线 (共 219 条)
反应条件
1: 88 percent / aq. HBr 2: 100 percent / Et3N / CH2Cl2 3: 65 percent / Pd(OAc)2; dppp / dimethylformamide / 65 °C View Scheme
参考文献
MERCK SHARP and DOHME CORP.; ANDRESEN, Brian, M.; ANTHONY, Neville, J.; MILLER, Thomas, A.
Patent: WO2014/74422 A1, 2014 ;
反应条件
1: 99 percent / 48percent aq. HBr / 3 h / Heating 2: 80 percent / pyridine / 18 h / Ambient temperature 3: 97 percent / Ni(PPh3)2Br2, PPh3, Zn / acetonitrile / 3 h / 60 °C View Scheme
参考文献
Almansa; Carceller; Bartroli; Forn
Synthetic Communications, 1993 , vol. 23, # 21 p. 2965 - 2971
反应条件
1: 1.) Mg; 3.) H2SO4 (1N) / 1.) Et2O, reflux, r.t., 1 h; 2.) Et2O, reflux, 3 h 2: 74 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / benzene / 5 h / Heating 3: 63 percent / 1.0M Br3B / CH2Cl2 / 15 h / Heating View Scheme
参考文献
Moustrou, Corinne; Rebiere, Nicole; Samat, Andre; Guglielmetti, Robert; Yassar, Abd Errahim; Dubest, Roger; Aubard, Jean
Helvetica Chimica Acta, 1998 , vol. 81, # 7 p. 1293 - 1302
反应条件
1.1: sodium t-butanolate / PdCl2(Amphos)2 / toluene / 18 h / 60 °C / Inert atmosphere 2.1: n-butyllithium; cerium(III) chloride / hexane; tetrahydrofuran / 2 h / -78 °C 2.2: 16 h / 20 °C View Scheme
参考文献
LEK PHARMACEUTICALS D.D.; GAZIC SMILOVIC, Ivana; SEECHURN, Carin; COLACOT, Thomas J.
Patent: WO2012/159981 A2, 2012 ;
反应条件
hydrogen sulfide in dichloromethane
参考文献
Warner-Lambert Company
Patent: US4767776 A1, 1988 ;
反应条件
1: (i) NaH, (ii) /BRN= 605309/, dioxane 2: aq. HCO2H, Hg(OAc)2 / acetic acid 3: aq. KOH / ethanol 4: NaH / toluene View Scheme
参考文献
Juday; Bukwa; Kaiser; Webb
Journal of medicinal chemistry, 1970 , vol. 13, # 2 p. 314 - 317
反应条件
N-bromosuccinmide in water T=60°C; 5 h;
参考文献
BARBOSA, Joseph; CARSON, Kenneth Gordon; GARDYAN, Michael Walter; HEALY, Jason Patrick; HAN, Qiang; MABON, Ross; PABBA, Praveen; TARVER, JR., James; TERRANOVA, Kristen M.; TUNOORI, Ashok; XU, Xiaolian
Patent: US2012/302562 A1, 2012 ;
Location in patent: Page/Page column 11 ;
US 20120302562 A1
反应条件
N-bromosuccinmide; sulfuric acid in water T=60°C; 5 h;
参考文献
Podgorsek, Ajda; Stavber, Stojan; Zupan, Marko; Iskra, Jernej
Tetrahedron, 2009 , vol. 65, # 22 p. 4429 - 4439
反应条件
hydrogen bromide; dihydrogen peroxide in water T=20°C; 24 h; Irradiation;
参考文献
Podgorsek, Ajda; Stavber, Stojan; Zupan, Marko; Iskra, Jernej
Tetrahedron, 2009 , vol. 65, # 22 p. 4429 - 4439
反应条件
1: (i) NaH, (ii) /BRN= 605309/, dioxane 2: aq. HCO2H, Hg(OAc)2 / acetic acid 3: aq. KOH / ethanol View Scheme
参考文献
Juday; Bukwa; Kaiser; Webb
Journal of medicinal chemistry, 1970 , vol. 13, # 2 p. 314 - 317