四氢-2-(9-十四碳炔基氧基)-2H-吡喃合成路线 （共 30 条）
反应条件
1: 60 percent / Pb(OAc)4, Cu(OAc)2*H2O, Py / benzene / 3 h / Heating 2: 25.3 g / Br2 / CH2Cl2 / 0.5 h / 20 °C 3: 80 percent / t-BuOK, dibenzo-18-crown-6 / hexane / 24 h / Heating 4: 92 percent / TsOH / diethyl ether / 20 h / 20 °C 5: Li, FeCl3, liq. NH3 / 1 h / -33 °C 6: tetrahydrofuran; dimethylsulfoxide View Scheme
参考文献
Ishmuratov; Kharisov; Yakovleva; Botsman; Galeeva; Ishmuratova; Tolstikov
Russian Chemical Bulletin, 1998 , vol. 47, # 8 p. 1595 - 1597
反应条件
1: 100 percent / conc.H2SO4 / 4 h / Heating 2: 83 percent / LAH / diethyl ether / 2 h / Ambient temperature 3: 98 percent / PPTS / CH2Cl2 / 4 h / Ambient temperature 4: 1) n-BuLi, 2) HMPT / 1) THF, hexane, 10 deg C, 2) <25 deg C, 0.5 h View Scheme
参考文献
Ranganathan, S.; Maniktala, Vibha; Kumar, Raaj; Singh, G. P.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1984 , vol. 23, # 12 p. 1197 - 1207
反应条件
1: 1) Br2, 2) aq.KOH / 1) CCl4, r.t., 2) 135-145 deg C, 4 h 2: 100 percent / conc.H2SO4 / 4 h / Heating 3: 83 percent / LAH / diethyl ether / 2 h / Ambient temperature 4: 98 percent / PPTS / CH2Cl2 / 4 h / Ambient temperature 5: 1) n-BuLi, 2) HMPT / 1) THF, hexane, 10 deg C, 2) <25 deg C, 0.5 h View Scheme
参考文献
Ranganathan, S.; Maniktala, Vibha; Kumar, Raaj; Singh, G. P.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1984 , vol. 23, # 12 p. 1197 - 1207
反应条件
1: 83 percent / LAH / diethyl ether / 2 h / Ambient temperature 2: 98 percent / PPTS / CH2Cl2 / 4 h / Ambient temperature 3: 1) n-BuLi, 2) HMPT / 1) THF, hexane, 10 deg C, 2) <25 deg C, 0.5 h View Scheme
参考文献
Ranganathan, S.; Maniktala, Vibha; Kumar, Raaj; Singh, G. P.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1984 , vol. 23, # 12 p. 1197 - 1207
反应条件
1: 1) BF3*THF, 2) Jones' reagent / 1a) 0 deg C, 2 h, b) r.t., 2 h, 2) acetone, r.t., 3 h 2: 36.3 percent / Pb(OAc)4, pyridine, Cu(OAc)2 / benzene / 3 h / Heating 3: 1) Br2, 2) aq.KOH / 1) CCl4, r.t., 2) 135-145 deg C, 4 h 4: 100 percent / conc.H2SO4 / 4 h / Heating 5: 83 percent / LAH / diethyl ether / 2 h / Ambient temperature 6: 98 percent / PPTS / CH2Cl2 / 4 h / Ambient temperature 7: 1) n-BuLi, 2) HMPT / 1) THF, hexane, 10 deg C, 2) <25 deg C, 0.5 h View Scheme
参考文献
Ranganathan, S.; Maniktala, Vibha; Kumar, Raaj; Singh, G. P.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1984 , vol. 23, # 12 p. 1197 - 1207
反应条件
1: 36.3 percent / Pb(OAc)4, pyridine, Cu(OAc)2 / benzene / 3 h / Heating 2: 1) Br2, 2) aq.KOH / 1) CCl4, r.t., 2) 135-145 deg C, 4 h 3: 100 percent / conc.H2SO4 / 4 h / Heating 4: 83 percent / LAH / diethyl ether / 2 h / Ambient temperature 5: 98 percent / PPTS / CH2Cl2 / 4 h / Ambient temperature 6: 1) n-BuLi, 2) HMPT / 1) THF, hexane, 10 deg C, 2) <25 deg C, 0.5 h View Scheme
参考文献
Ranganathan, S.; Maniktala, Vibha; Kumar, Raaj; Singh, G. P.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1984 , vol. 23, # 12 p. 1197 - 1207
反应条件
1: 63 percent / POCl3 2: 1.) lithium amide / hexamethylphosphoroamide, 1.) 1h, room temperature, 2.) 10 h, 55 deg C View Scheme
参考文献
Kovalev, B. G.; Matveeva, E. D.; Stan, V. V.; Vovk, G. A.; Yudin, L. G.; Kost, A. N.
Journal of Organic Chemistry USSR (English Translation), 1980 , vol. 16, # 10 p. 1728 - 1733
Zhurnal Organicheskoi Khimii, 1980 , vol. 16, # 10 p. 2032 - 2038
反应条件
lithium amide hexamethylphosphoroamide, 1.) 1h, room temperature, 2.) 10 h, 55 deg C; Multistep reaction;
参考文献
Kovalev, B. G.; Matveeva, E. D.; Stan, V. V.; Vovk, G. A.; Yudin, L. G.; Kost, A. N.
Journal of Organic Chemistry USSR (English Translation), 1980 , vol. 16, # 10 p. 1728 - 1733
Zhurnal Organicheskoi Khimii, 1980 , vol. 16, # 10 p. 2032 - 2038
反应条件
in tetrahydrofuran; dimethyl sulfoxide
参考文献
Ishmuratov; Kharisov; Yakovleva; Botsman; Galeeva; Ishmuratova; Tolstikov
Russian Chemical Bulletin, 1998 , vol. 47, # 8 p. 1595 - 1597
反应条件
hydrogen; sodium hydrogencarbonate; sodium chloride in quinoline; methanol
参考文献
The United States of America as represented by the Secretary of Agriculture
Patent: US4083995 A1, 1978 ;
