2,3-二氢-1H-苯并[e]茚-1-酮合成路线 （共 39 条）
反应条件
1: 97 percent / K2CO3 / methanol / 0.5 h / Ambient temperature
2: 90 percent / PCC / CH2Cl2 / 2 h
3: 5 percent / 1,4-cyclohexadiene / chlorobenzene / 8 h / 190 °C
View Scheme
参考文献
Grissom, Janet Wisniewski; Klingberg, Detlef; Meyenburg, Sabine; Stallman, Brenda L.
Journal of Organic Chemistry, 1994 , vol. 59, # 25 p. 7876 - 7888
反应条件
1: 1) s-BuLi / 1) TMEDA/hexane, -78 deg C, 2 h -->0 deg C, 10 min; 2) TMDA/hexane, 0 deg, C, 2 min
2: 90 percent / nickel peroxide / diethyl ether / 0 deg C, 30 min --> r.t.
3: 60 percent / FeCl3 / toluene / 48 h / 20 °C
View Scheme
参考文献
Jones, Todd K.; Denmark, Scott E.
Helvetica Chimica Acta, 1983 , vol. 66, # 8 p. 2377 - 2396
反应条件
1: 94 percent / methanol
2: 1) s-BuLi / 1) TMEDA/hexane, -78 deg C, 2 h -->0 deg C, 10 min; 2) TMDA/hexane, 0 deg, C, 2 min
3: 90 percent / nickel peroxide / diethyl ether / 0 deg C, 30 min --> r.t.
4: 60 percent / FeCl3 / toluene / 48 h / 20 °C
View Scheme
参考文献
Jones, Todd K.; Denmark, Scott E.
Helvetica Chimica Acta, 1983 , vol. 66, # 8 p. 2377 - 2396
反应条件
1: 90 percent / nickel peroxide / diethyl ether / 0 deg C, 30 min --> r.t.
2: 60 percent / FeCl3 / toluene / 48 h / 20 °C
View Scheme
参考文献
Jones, Todd K.; Denmark, Scott E.
Helvetica Chimica Acta, 1983 , vol. 66, # 8 p. 2377 - 2396
反应条件
1: 1.5 h / 160 °C / Inert atmosphere; Neat (no solvent)
2: thionyl chloride / 2.5 h / 70 °C / Inert atmosphere
3: AlCl3, aluminium chloride / dichloromethane / -78 - 20 °C / Inert atmosphere
View Scheme
参考文献
Rendina, Victor L.; Goetz, Samantha A.; Neitzel, Angelika E.; Kaplan, Hilan Z.; Kingsbury, Jason S.
Tetrahedron Letters, 2012 , vol. 53, # 1 p. 15 - 18
反应条件
1.1: potassium hydroxide / methanol / 18 h / 65 °C / Inert atmosphere
1.2: 0 °C / Inert atmosphere
2.1: 1.5 h / 160 °C / Inert atmosphere; Neat (no solvent)
3.1: thionyl chloride / 2.5 h / 70 °C / Inert atmosphere
4.1: AlCl3, aluminium chloride / dichloromethane / -78 - 20 °C / Inert atmosphere
View Scheme
参考文献
Rendina, Victor L.; Goetz, Samantha A.; Neitzel, Angelika E.; Kaplan, Hilan Z.; Kingsbury, Jason S.
Tetrahedron Letters, 2012 , vol. 53, # 1 p. 15 - 18
反应条件
1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere
1.2: 2 h / 20 °C / Inert atmosphere
2.1: potassium hydroxide / methanol / 18 h / 65 °C / Inert atmosphere
2.2: 0 °C / Inert atmosphere
3.1: 1.5 h / 160 °C / Inert atmosphere; Neat (no solvent)
4.1: thionyl chloride / 2.5 h / 70 °C / Inert atmosphere
5.1: AlCl3, aluminium chloride / dichloromethane / -78 - 20 °C / Inert atmosphere
View Scheme
参考文献
Rendina, Victor L.; Goetz, Samantha A.; Neitzel, Angelika E.; Kaplan, Hilan Z.; Kingsbury, Jason S.
Tetrahedron Letters, 2012 , vol. 53, # 1 p. 15 - 18
反应条件
1.1: N-bromosuccinmide; 2,2'-azo-bisisobutyronitrile / benzene / 80 °C / Inert atmosphere; Darkness
2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere
2.2: 2 h / 20 °C / Inert atmosphere
3.1: potassium hydroxide / methanol / 18 h / 65 °C / Inert atmosphere
3.2: 0 °C / Inert atmosphere
4.1: 1.5 h / 160 °C / Inert atmosphere; Neat (no solvent)
5.1: thionyl chloride / 2.5 h / 70 °C / Inert atmosphere
6.1: AlCl3, aluminium chloride / dichloromethane / -78 - 20 °C / Inert atmosphere
View Scheme
参考文献
Rendina, Victor L.; Goetz, Samantha A.; Neitzel, Angelika E.; Kaplan, Hilan Z.; Kingsbury, Jason S.
Tetrahedron Letters, 2012 , vol. 53, # 1 p. 15 - 18
反应条件
sodium dichromate; acetic acid
参考文献
Kruber
Chemische Berichte, 1932 , vol. 65, p. 1382,1392
参考文献
Mayer; Mueller
Chemische Berichte, 1927 , vol. 60, p. 2281
