6,7-二甲氧基-3,4-二氢-2H-1-萘酮合成路线 (共 42 条)
反应条件
hydrogenchloride; sodium azide
参考文献
Fan, Kuo-Hsien; Lever, John R.; Lever, Susan Z.
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 6 p. 1852 - 1859
反应条件
1: 96 percent / LAH / tetrahydrofuran / 3 h / Ambient temperature
2: 98.5 percent / MgSO4 / benzene / 1 h / Heating
3: NaHCO3 / benzene / 0.17 h / Ambient temperature
4: 88.6 percent / 1.) BBr3 / CH2Cl2 / 1.) RT, 10 h, 2.) RT, 5 h
View Scheme
参考文献
Hamada, Akihiko; Chang, Yu An; Uretsky, Norman; Miller, Duane D.
Journal of Medicinal Chemistry, 1984 , vol. 27, # 5 p. 675 - 680
反应条件
1: 96 percent / LAH / tetrahydrofuran / 3 h / Ambient temperature
2: 98.5 percent / MgSO4 / benzene / 1 h / Heating
3: 64 percent / NaHCO3 / benzene / 0.17 h / Ambient temperature
View Scheme
参考文献
Hamada, Akihiko; Chang, Yu An; Uretsky, Norman; Miller, Duane D.
Journal of Medicinal Chemistry, 1984 , vol. 27, # 5 p. 675 - 680
反应条件
1: 96 percent / LAH / tetrahydrofuran / 3 h / Ambient temperature
2: 98.5 percent / MgSO4 / benzene / 1 h / Heating
3: 64 percent / NaHCO3 / benzene / 0.17 h / Ambient temperature
4: 93 percent / Et3SiH, CF3CO2H / benzene / 5 h / Ambient temperature
View Scheme
参考文献
Hamada, Akihiko; Chang, Yu An; Uretsky, Norman; Miller, Duane D.
Journal of Medicinal Chemistry, 1984 , vol. 27, # 5 p. 675 - 680
反应条件
pyridinium tribromide in ethanol; chloroform
T=50°C; 0.333333 h;
参考文献
PRESIDENT AND FELLOWS OF HARVARD COLLEGE; CHOREV, Michael; AKTAS, Bertal Huseyin; HALPERIN, Jose A.; WAGNER, Gerhard
Patent: WO2012/6068 A2, 2012 ;
Location in patent: Page/Page column 108; 110-111 ;
反应条件
1: With iodine in ethanol
T=100°C; Hantzsch thiazole synthesis; Inert atmosphere;
2: With sodium hydroxide in water
参考文献
Bhat, Shridhar; Olaleye, Omonike; Meyer, Kirsten J.; Shi, Wanliang; Zhang, Ying; Liu, Jun O.
Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 14 p. 4507 - 4513
反应条件
1: 66 percent / Br2 / CHCl3 / Ambient temperature
2: 93 percent / DBU / acetonitrile / 0.33 h / 40 - 45 °C
3: 1.) NaOH / 1.) DMPU, room temperature, 15 min, 2.) DMPU
4: 93 percent / NaH, DMPU / dimethylformamide / 2 h / 100 °C
5: 82 percent / aq. NaOH / methanol / Heating
6: 35 percent / PPh3, Pd(OAc)2, aq. Na2CO3 / 1,2-dimethoxy-ethane / Heating
View Scheme
参考文献
Geen, Graham R.; Mann, Inderjit S.; Mullane, M. Valerie; McKillop, Alexander
Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 14 p. 1647 - 1648
反应条件
1: sulfur / 240 - 250 °C
2: aq. NaOH solution; water; 4-sulfo-benzenediazonium-(1)-betaine / Erwaermen der Reaktionsloesung mit SnCl2 und wss.HCl und Behandeln des Reaktionsprodukts mit K2Cr2O7 und wss. H2SO4
View Scheme
参考文献
Adams et al.
Journal of the American Chemical Society, 1941 , vol. 63, p. 528,532
参考文献
Beugelmans, Rene; Chastanet, Jacqueline; Ginsburg, Helene; Quintero-Cortes, Leticia; Roussi, Georges
Journal of Organic Chemistry, 1985 , vol. 50, # 24 p. 4933 - 4938
反应条件
1.1: 74 percent / BBr3 / CH2Cl2 / 3 h / 0 - 20 °C
2.1: CsF / dimethylformamide / 3 h / 20 °C
2.2: 66 percent / dimethylformamide / 2 h / 100 °C
View Scheme
参考文献
Liao, Sheng-Rong; Zhou, Chen-Xi; Wu, Wei-Bin; Ou, Tian-Miao; Tan, Jia-Heng; Li, Ding; Gu, Lian-Quan; Huang, Zhi-Shu
European Journal of Medicinal Chemistry, 2012 , vol. 53, p. 52 - 63