3,4-二氢异喹啉-2(1h)-甲醛合成路线 (共 30 条)
反应条件
potassium hydroxide; water; pentacarbonyliron(0) in methanol
T=300°C; P=20685.9 - 51714.8 Torr; 1 h;
参考文献
Lynch, Thomas J.; Banah, Mahmoud; Kaesz, Herbert D.; Porter, Clifford R.
Journal of Organic Chemistry, 1984 , vol. 49, # 7 p. 1266 - 1270
反应条件
sodium tetrahydroborate; nickel dichloride in tetrahydrofuran; methanol
0.5 h; Ambient temperature;
参考文献
Shinohara, Tatsumi; Toda, Jun; Sano, Takehiro
Chemical and Pharmaceutical Bulletin, 1997 , vol. 45, # 5 p. 813 - 819
反应条件
1: sec.-butyllithium With CuCN in diethyl ether
T=-30°C; 0.5 h;
2: 1,2,3,4-tetrahydroisoquinolin-2-ylcarbonyl chloride in tetrahydrofuran
T=-30 - 20°C; 2 h;
参考文献
Lemoucheux, Laurent; Seitz, Thomas; Rouden, Jacques; Lasne, Marie-Claire
Organic Letters, 2004 , vol. 6, # 21 p. 3703 - 3706
反应条件
acetic acid; trifluoroacetic acid
5 h; Heating;
参考文献
Lukanov, Ludmil K.; Venkov, Athanas P.; Mollov, Nikola M.
Synthesis, 1987 , # 11 p. 1031 - 1032
反应条件
1: CO, H2O / Rh6(CO)16 / 2-methoxy-ethanol / 150 °C / 41188.4 Torr
2: 76 percent / H2O / Rh6(CO)16 / 2-methoxy-ethanol / 24 h / 150 °C / 41188.4 Torr
View Scheme
参考文献
Murahashi; Imada; Hirai
Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 9 p. 2968 - 2976
参考文献
Venkov, Atanas P.; Ivanov, Ilian I.
Synthetic Communications, 1998 , vol. 28, # 8 p. 1433 - 1438
参考文献
Meyers, A. I.; Fuentes, Lelia M.; Kubota, Yoshikazu
Tetrahedron, 1984 , vol. 40, # 8 p. 1361 - 1370
反应条件
1: NaBH4 / methanol / 1 h / Ambient temperature
2: 97 percent / Ac2O / 1 h / 70 °C
3: 93 percent / aq. NaIO4 / methanol / 20 h / Ambient temperature
4: 1.) TFAA, 2.) BF3*Et2O / 1.) benzene, RT, 0.5 h, 2.) benzene, RT, 2 h
5: 71 percent / NaBH4, NiCl2*6H2O / methanol; tetrahydrofuran / 0.5 h / Ambient temperature
View Scheme
参考文献
Shinohara, Tatsumi; Toda, Jun; Sano, Takehiro
Chemical and Pharmaceutical Bulletin, 1997 , vol. 45, # 5 p. 813 - 819
反应条件
1: 97 percent / Ac2O / 1 h / 70 °C
2: 93 percent / aq. NaIO4 / methanol / 20 h / Ambient temperature
3: 1.) TFAA, 2.) BF3*Et2O / 1.) benzene, RT, 0.5 h, 2.) benzene, RT, 2 h
4: 71 percent / NaBH4, NiCl2*6H2O / methanol; tetrahydrofuran / 0.5 h / Ambient temperature
View Scheme
参考文献
Shinohara, Tatsumi; Toda, Jun; Sano, Takehiro
Chemical and Pharmaceutical Bulletin, 1997 , vol. 45, # 5 p. 813 - 819
反应条件
1: AcOH / ethanol / 20 h / Heating
2: NaBH4 / methanol / 1 h / Ambient temperature
3: 97 percent / Ac2O / 1 h / 70 °C
4: 93 percent / aq. NaIO4 / methanol / 20 h / Ambient temperature
5: 1.) TFAA, 2.) BF3*Et2O / 1.) benzene, RT, 0.5 h, 2.) benzene, RT, 2 h
6: 71 percent / NaBH4, NiCl2*6H2O / methanol; tetrahydrofuran / 0.5 h / Ambient temperature
View Scheme
参考文献
Shinohara, Tatsumi; Toda, Jun; Sano, Takehiro
Chemical and Pharmaceutical Bulletin, 1997 , vol. 45, # 5 p. 813 - 819