3,4-苯并-顺式-6-氮杂双环[3.2.0]庚烷-7-酮合成路线 (共 7 条)
反应条件
ammonium cerium (IV) nitrate in water; acetonitrile
T=20°C; 16 h; Inert atmosphere;
参考文献
Evans, Caroline D.; Mahon, Mary F.; Andrews, Philip C.; Muir, James; Bull, Steven D.
Organic Letters, 2011 , vol. 13, # 23 p. 6276 - 6279
反应条件
1.1: CoCl2.6H2O / ethanol / 0.5 h / 0 °C / Inert atmosphere
1.2: 48 h / 20 °C / Inert atmosphere
2.1: acetic acid / water / 12 h / 20 °C / Inert atmosphere
3.1: magnesium sulfate / dichloromethane / 0.08 h / Inert atmosphere
3.2: 5 h / 20 °C / Inert atmosphere
4.1: 15-crown-5; sodium hexamethyldisilazane / tetrahydrofuran / -40 °C / Inert atmosphere
5.1: ammonium cerium (IV) nitrate / water; acetonitrile / 16 h / 20 °C / Inert atmosphere
View Scheme
参考文献
Evans, Caroline D.; Mahon, Mary F.; Andrews, Philip C.; Muir, James; Bull, Steven D.
Organic Letters, 2011 , vol. 13, # 23 p. 6276 - 6279
反应条件
1.1: acetic acid / water / 12 h / 20 °C / Inert atmosphere
2.1: magnesium sulfate / dichloromethane / 0.08 h / Inert atmosphere
2.2: 5 h / 20 °C / Inert atmosphere
3.1: 15-crown-5; sodium hexamethyldisilazane / tetrahydrofuran / -40 °C / Inert atmosphere
4.1: ammonium cerium (IV) nitrate / water; acetonitrile / 16 h / 20 °C / Inert atmosphere
View Scheme
参考文献
Evans, Caroline D.; Mahon, Mary F.; Andrews, Philip C.; Muir, James; Bull, Steven D.
Organic Letters, 2011 , vol. 13, # 23 p. 6276 - 6279
反应条件
1: 15-crown-5; sodium hexamethyldisilazane / tetrahydrofuran / -40 °C / Inert atmosphere
2: ammonium cerium (IV) nitrate / water; acetonitrile / 16 h / 20 °C / Inert atmosphere
View Scheme
参考文献
Evans, Caroline D.; Mahon, Mary F.; Andrews, Philip C.; Muir, James; Bull, Steven D.
Organic Letters, 2011 , vol. 13, # 23 p. 6276 - 6279
反应条件
1.1: toluene-4-sulfonic acid / toluene / 3 h / Reflux; Inert atmosphere
2.1: palladium diacetate; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine / acetonitrile / 24 h / Reflux; Inert atmosphere
3.1: CoCl2.6H2O / ethanol / 0.5 h / 0 °C / Inert atmosphere
3.2: 48 h / 20 °C / Inert atmosphere
4.1: acetic acid / water / 12 h / 20 °C / Inert atmosphere
5.1: magnesium sulfate / dichloromethane / 0.08 h / Inert atmosphere
5.2: 5 h / 20 °C / Inert atmosphere
6.1: 15-crown-5; sodium hexamethyldisilazane / tetrahydrofuran / -40 °C / Inert atmosphere
7.1: ammonium cerium (IV) nitrate / water; acetonitrile / 16 h / 20 °C / Inert atmosphere
View Scheme
参考文献
Evans, Caroline D.; Mahon, Mary F.; Andrews, Philip C.; Muir, James; Bull, Steven D.
Organic Letters, 2011 , vol. 13, # 23 p. 6276 - 6279
反应条件
C18H14ClN; N-ethyl-N,N-diisopropylamine in 1,1-dimethylpropan-1-ol
T=0°C; 30 h; optical yield given as percent eeenantioselective reaction;
参考文献
Yang, Xing; Bumbu, Valentina D.; Birman, Vladimir B.
Organic Letters, 2011 , vol. 13, # 18 p. 4755 - 4757
反应条件
1: diethyl ether / 3 h / 20 °C / |Inert atmosphere
2: water / di-isopropyl ether / 60 °C / |Inert atmosphere; |Resolution of racemate; |Enzymatic reaction
View Scheme
参考文献
LaLonde, Judith M.; Le-Khac, Matthew; Jones, David M.; Courter, Joel R.; Park, Jongwoo; Schoen, Arne; Princiotto, Amy M.; Wu, Xueling; Mascola, John R.; Freire, Ernesto; Sodroski, Joseph; Madani, Navid; Hendrickson, Wayne A.; Smith, Amos B.
ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 3 p. 338 - 343