3-氧代-2,3,5,7a-四氢-1H-吡咯里嗪-7-甲醛合成路线 （共 13 条）
反应条件
dihydrogen peroxide in tetrahydrofuran
参考文献
Keck, Gary E.; Cressman, Erik N. K.; Enholm, Eric J.
Journal of Organic Chemistry, 1989 , vol. 54, # 18 p. 4345 - 4349
反应条件
boron trifluoride diethyl etherate; mercury(II) oxide in tetrahydrofuran; water
T=20°C; 3 h;
参考文献
Chamberlin, A.Richard; Nguyen, Hoa D.; Chung, John Y.L.
Journal of Organic Chemistry, 1984 , vol. 49, # 10 p. 1682 - 1688
反应条件
1.1: 85 percent / sodium hydroxide / methanol / 2.5 h
2.1: 76 percent / DMAP; DCC / CH2Cl2 / 3 h / 20 °C
3.1: 94 percent / Et3SiH / Pd/C / CH2Cl2 / 0.42 h
4.1: BF3*OEt2 / CH2Cl2 / 5 h / -20 - 20 °C
5.1: 40 mg / DMAP; pyridine / CH2Cl2 / 5 h / 20 °C
6.1: ozone / CH2Cl2 / -78 °C
6.2: triphenylphosphine / CH2Cl2 / -78 - 20 °C
View Scheme
参考文献
Sarkar, Tarun K.; Hazra, Anindya; Gangopadhyay, Pulak; Panda, Niranjan; Slanina, Zdenek; Lin, Chun-Cheng; Chen, Hui-Ting
Tetrahedron, 2005 , vol. 61, # 5 p. 1155 - 1165
反应条件
1.1: 94 percent / Et3SiH / Pd/C / CH2Cl2 / 0.42 h
2.1: BF3*OEt2 / CH2Cl2 / 5 h / -20 - 20 °C
3.1: 40 mg / DMAP; pyridine / CH2Cl2 / 5 h / 20 °C
4.1: ozone / CH2Cl2 / -78 °C
4.2: triphenylphosphine / CH2Cl2 / -78 - 20 °C
View Scheme
参考文献
Sarkar, Tarun K.; Hazra, Anindya; Gangopadhyay, Pulak; Panda, Niranjan; Slanina, Zdenek; Lin, Chun-Cheng; Chen, Hui-Ting
Tetrahedron, 2005 , vol. 61, # 5 p. 1155 - 1165
反应条件
1: methanesulfonyl chloride, triethylamine / CH2Cl2 / -20 deg C to r.t.
2: 1) lithiumdiisopropylamide, hexamethylphosphoramide 2) CH3OH / 1a) -78 deg C -> -20 deg C, 3 h 1b) -20 deg C, 1 h 2) -78 deg C, 15 min
3: red HgO, BF3*OEt2 / tetrahydrofuran; H2O / 3 h / 20 °C
View Scheme
参考文献
Chamberlin, A.Richard; Nguyen, Hoa D.; Chung, John Y.L.
Journal of Organic Chemistry, 1984 , vol. 49, # 10 p. 1682 - 1688
反应条件
1: NaBH4 / methanol / 1 h / -4 °C
2: methanesulfonyl chloride, triethylamine / CH2Cl2 / -20 deg C to r.t.
3: 1) lithiumdiisopropylamide, hexamethylphosphoramide 2) CH3OH / 1a) -78 deg C -> -20 deg C, 3 h 1b) -20 deg C, 1 h 2) -78 deg C, 15 min
4: red HgO, BF3*OEt2 / tetrahydrofuran; H2O / 3 h / 20 °C
View Scheme
参考文献
Chamberlin, A.Richard; Nguyen, Hoa D.; Chung, John Y.L.
Journal of Organic Chemistry, 1984 , vol. 49, # 10 p. 1682 - 1688
反应条件
1: 58 percent / sodium periodate, osmium tetraoxide / tetrahydrofuran; H2O / 20 h
2: 81 percent / tetrahydrofuran / 16 h / Ambient temperature
3: 94 percent / H2O2 / tetrahydrofuran
View Scheme
参考文献
Keck, Gary E.; Cressman, Erik N. K.; Enholm, Eric J.
Journal of Organic Chemistry, 1989 , vol. 54, # 18 p. 4345 - 4349
反应条件
1: 81 percent / tetrahydrofuran / 16 h / Ambient temperature
2: 94 percent / H2O2 / tetrahydrofuran
View Scheme
参考文献
Keck, Gary E.; Cressman, Erik N. K.; Enholm, Eric J.
Journal of Organic Chemistry, 1989 , vol. 54, # 18 p. 4345 - 4349
反应条件
1: 77 percent / methanesulfonyl chloride / CH2Cl2 / 0.17 h / Ambient temperature
2: 58 percent / sodium periodate, osmium tetraoxide / tetrahydrofuran; H2O / 20 h
3: 81 percent / tetrahydrofuran / 16 h / Ambient temperature
4: 94 percent / H2O2 / tetrahydrofuran
View Scheme
参考文献
Keck, Gary E.; Cressman, Erik N. K.; Enholm, Eric J.
Journal of Organic Chemistry, 1989 , vol. 54, # 18 p. 4345 - 4349
反应条件
1: toluene / 6 h / Irradiation
2: 58 percent / sodium periodate, osmium tetraoxide / tetrahydrofuran; H2O / 20 h
3: 81 percent / tetrahydrofuran / 16 h / Ambient temperature
4: 94 percent / H2O2 / tetrahydrofuran
View Scheme
参考文献
Keck, Gary E.; Cressman, Erik N. K.; Enholm, Eric J.
Journal of Organic Chemistry, 1989 , vol. 54, # 18 p. 4345 - 4349
