2,3-二氢-1H-苯并[e]茚-1-酮合成路线 (共 39 条)
反应条件
P2O5; phosphoric acid
T=90°C; 0.666667 h;
参考文献
Kita; Higuchi; Yoshida; Iio; Kitagaki; Ueda; Akai; Fujioka
Journal of the American Chemical Society, 2001 , vol. 123, # 14 p. 3214 - 3222
反应条件
1: With piperidine; pyridine
T=80°C; 6 h;
2: With 5 palladium on charcoal; hydrogen in tetrahydrofuran
P=760.051 Torr; 10 h;
3: With methanesulfonic acid
T=80°C; 2 h;
参考文献
FUJIFILM Corporation; SAKITA, Kyouhei; KIKUCHI, Wataru; YUMOTO, Masatoshi; HIKITA, Masanori
Patent: US2013/171415 A1, 2013 ;
Location in patent: Paragraph 0570; 0571; 0572 ;
反应条件
trifluorormethanesulfonic acid
CH2Cl2, -78 deg C -> room temp., overnight; Yield given. Multistep reaction;
参考文献
Hulin, Bernard; Koreeda, Masato
Journal of Organic Chemistry, 1984 , vol. 49, # 1 p. 207 - 209
反应条件
cyclohexa-1,4-diene in chlorobenzene
T=190°C; 8 h;
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
iron(III) chloride in toluene
T=20°C; 48 h;
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: With AlCl3, aluminium chloride in carbon disulfide
T=20°C; Friedel Crafts acylation; 4.75 h; Inert atmosphere;
2: With sulfuric acid
T=90°C; 0.666667 h;
参考文献
Lubbe, Anouk S.; Ruangsupapichat, Nopporn; Caroli, Giuseppe; Feringa, Ben L.
Journal of Organic Chemistry, 2011 , vol. 76, # 21 p. 8599 - 8610
参考文献
Arnold; Rondestvedt
Journal of the American Chemical Society, 1946 , vol. 68, p. 2176
反应条件
2,2'-azo-bisisobutyronitrile; tri-n-butyl-tin hydride in benzene
5 h; Heating;
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: 56 percent / Et3N, CuI / (Ph3P)2PdCl2 / tetrahydrofuran / Ambient temperature
2: 94 percent / Et3N, CuI / (Ph3P)2PdCl2 / tetrahydrofuran / Ambient temperature
3: 89 percent / PCC / CH2Cl2 / 8 h
4: 84 percent / diethyl ether / 0.5 h / Ambient temperature
5: 97 percent / K2CO3 / methanol / 0.5 h / Ambient temperature
6: 90 percent / PCC / CH2Cl2 / 2 h
7: 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: 67 percent / CaCO3, H2O / dioxane / 10 h / Heating
2: 97 percent / PCC / CH2Cl2 / 1 h
3: 95 percent / toluene / 4 h / Heating
4: 64 percent / H2 / 10percent Pd/C / ethyl acetate / 3 h / 1137.7 Torr
5: 40 percent / n-Bu3SnH, AIBN / benzene / 5 h / Heating
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