5,6,11,12-四氢二苯并[a,e]环辛烯合成路线 （共 46 条）
反应条件
1: toluene-4-sulfonic acid; benzene
2: polyphosphoric acid
3: NaBH4; methanol; aqueous NaOH
4: H3BO3 / 205 °C / 0.5 Torr
5: palladium/charcoal; cyclohexane / Hydrogenation
View Scheme
参考文献
Cope; Smith
Journal of the American Chemical Society, 1955 , vol. 77, p. 4596,4598
反应条件
1: anschliessend Behandeln mit Silberbenzoat und tert-Butylalkohol
2: toluene-4-sulfonic acid; benzene
3: polyphosphoric acid
4: NaBH4; methanol; aqueous NaOH
5: H3BO3 / 205 °C / 0.5 Torr
6: palladium/charcoal; cyclohexane / Hydrogenation
View Scheme
参考文献
Cope; Smith
Journal of the American Chemical Society, 1955 , vol. 77, p. 4596,4598
反应条件
in diethyl ether
under Ar, into stirred soln. of C6H4(CH2Br)2 in ether Ni complex introduced at -20°C over 1 h;
参考文献
Hipler, B.; Uhlig, E.
Journal of Organometallic Chemistry, 1980 , vol. 199, # 2 p. C27 - C30
反应条件
hydrogen; palladium on activated charcoal
参考文献
Cava,M.P. et al.
Journal of Organic Chemistry, 1963 , vol. 28, p. 1861 - 1863
反应条件
tetraethylammonium bromide in N,N-dimethyl-formamide
ElectrolysisHg cathode; C anode; Ag reference electrode;
参考文献
Utley, James H.P.; Ramesh, Shalini; Salvatella, Xavier; Szunerits, Sabine; Motevalli, Majid; Nielsen, Merete F.
Journal of the Chemical Society. Perkin Transactions 2, 2001 , # 2 p. 153 - 163
反应条件
1: 50 percent / boron trifluoride etherate
2: 1.) n-BuLi / THF, hexane, 1.) -30 deg C, 3 h, 2.) -78 deg C to room temp., overnight
3: 100 percent / CH2Cl2 / 4 h / 0 °C
4: 96 percent / CsF / acetonitrile / 6 h / 55 - 60 °C
5: 80 percent / sodium, NH3 liquid
View Scheme
参考文献
Ito, Yoshihiko; Nakajo, Eiji; Sho, Katsuhiko; Saegusa, Takeo
Synthesis, 1985 , # 6/7 p. 698 - 699
反应条件
1: 1.) n-BuLi / THF, hexane, 1.) -30 deg C, 3 h, 2.) -78 deg C to room temp., overnight
2: 100 percent / CH2Cl2 / 4 h / 0 °C
3: 96 percent / CsF / acetonitrile / 6 h / 55 - 60 °C
4: 80 percent / sodium, NH3 liquid
View Scheme
参考文献
Ito, Yoshihiko; Nakajo, Eiji; Sho, Katsuhiko; Saegusa, Takeo
Synthesis, 1985 , # 6/7 p. 698 - 699
反应条件
1: 100 percent / CH2Cl2 / 4 h / 0 °C
2: 96 percent / CsF / acetonitrile / 6 h / 55 - 60 °C
3: 80 percent / sodium, NH3 liquid
View Scheme
参考文献
Ito, Yoshihiko; Nakajo, Eiji; Sho, Katsuhiko; Saegusa, Takeo
Synthesis, 1985 , # 6/7 p. 698 - 699
反应条件
1: 96 percent / CsF / acetonitrile / 6 h / 55 - 60 °C
2: 80 percent / sodium, NH3 liquid
View Scheme
参考文献
Ito, Yoshihiko; Nakajo, Eiji; Sho, Katsuhiko; Saegusa, Takeo
Synthesis, 1985 , # 6/7 p. 698 - 699
反应条件
lithium in tetrahydrofuran
T=20°C; 3 h; Inert atmosphereSonication;
参考文献
Hamza, Abdulhamid
Structural Chemistry, 2010 , vol. 21, # 4 p. 787 - 793
