2-甲基-1,2-苯并噻唑-3-酮合成路线 （共 65 条）
反应条件
acetyl chloride in dichloromethane
1 h; Heating;
参考文献
Uchida, Yuzuru; Oae, Shigeru
Gazzetta Chimica Italiana, 1987 , vol. 117, # 11 p. 649 - 654
反应条件
1.1: HMPA; n-BuLi / tetrahydrofuran / 0.17 h / -78 °C
1.2: 90 percent / tetrahydrofuran / -78 °C
2.1: CDCl3 / 31.85 °C
View Scheme
参考文献
Volonterio, Alessandro; Zanda, Matteo
Tetrahedron Letters, 2005 , vol. 46, # 50 p. 8723 - 8726
反应条件
1.1: BOP; DIPEA / dimethylformamide
2.1: MCPBA / CHCl3
3.1: HMPA; n-BuLi / tetrahydrofuran / 0.17 h / -78 °C
3.2: 90 percent / tetrahydrofuran / -78 °C
4.1: CDCl3 / 31.85 °C
View Scheme
参考文献
Volonterio, Alessandro; Zanda, Matteo
Tetrahedron Letters, 2005 , vol. 46, # 50 p. 8723 - 8726
反应条件
1: With 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride in acetonitrile
T=0°C; non-oxidative Pummerer reaction;
2: With sodium hydrogencarbonate in water; acetonitrile
optical yield given as percent ee;
参考文献
Pinna, Giovanni; Bellucci, Maria Cristina; Malpezzi, Luciana; Pisani, Laura; Superchi, Stefano; Volonterio, Alessandro; Zanda, Matteo
Tetrahedron, 2011 , vol. 67, # 29 p. 5268 - 5281
反应条件
1: thionyl chloride / Reflux
2: chlorine / tetrachloromethane / 20 °C
3: dichloromethane / 2 h / -15 - 20 °C
View Scheme
参考文献
Pietka-Ottlik, Magdalena; Potaczek, Piotr; Piasecki, Egbert; Mlochowski, Jacek
Molecules, 2010 , vol. 15, # 11 p. 8214 - 8228
反应条件
1.1: titanium(IV) isopropylate; tert.-butylhydroperoxide; (1R,2R)-(+)-1,2-diphenyl-1,2-ethanediol; water / tetrachloromethane / 20 h / 0 - 20 °C
2.1: n-butyllithium / tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide; hexane / 0.17 h / -70 °C / Inert atmosphere
2.2: -78 °C / Inert atmosphere
3.1: 2,4,6-trimethyl-pyridine; trifluoromethylsulfonic anhydride / acetonitrile / 0 °C / Inert atmosphere
View Scheme
参考文献
Pinna, Giovanni; Bellucci, Maria Cristina; Malpezzi, Luciana; Pisani, Laura; Superchi, Stefano; Volonterio, Alessandro; Zanda, Matteo
Tetrahedron, 2011 , vol. 67, # 29 p. 5268 - 5281
反应条件
1.1: triethylamine
2.1: titanium(IV) isopropylate; tert.-butylhydroperoxide; (1R,2R)-(+)-1,2-diphenyl-1,2-ethanediol; water / tetrachloromethane / 20 h / 0 - 20 °C
3.1: n-butyllithium / tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide; hexane / 0.17 h / -70 °C / Inert atmosphere
3.2: -78 °C / Inert atmosphere
4.1: 2,4,6-trimethyl-pyridine; trifluoromethylsulfonic anhydride / acetonitrile / 0 °C / Inert atmosphere
View Scheme
参考文献
Pinna, Giovanni; Bellucci, Maria Cristina; Malpezzi, Luciana; Pisani, Laura; Superchi, Stefano; Volonterio, Alessandro; Zanda, Matteo
Tetrahedron, 2011 , vol. 67, # 29 p. 5268 - 5281
反应条件
1.1: 3-chloro-benzenecarboperoxoic acid / chloroform / 0.83 h / 0 °C
2.1: n-butyllithium / tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide; hexane / 0.17 h / -70 °C / Inert atmosphere
2.2: -78 °C / Inert atmosphere
3.1: 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride / dichloromethane / 0 °C
View Scheme
参考文献
Pinna, Giovanni; Bellucci, Maria Cristina; Malpezzi, Luciana; Pisani, Laura; Superchi, Stefano; Volonterio, Alessandro; Zanda, Matteo
Tetrahedron, 2011 , vol. 67, # 29 p. 5268 - 5281
反应条件
1.1: triethylamine
2.1: 3-chloro-benzenecarboperoxoic acid / chloroform / 0.83 h / 0 °C
3.1: n-butyllithium / tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide; hexane / 0.17 h / -70 °C / Inert atmosphere
3.2: -78 °C / Inert atmosphere
4.1: 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride / dichloromethane / 0 °C
View Scheme
参考文献
Pinna, Giovanni; Bellucci, Maria Cristina; Malpezzi, Luciana; Pisani, Laura; Superchi, Stefano; Volonterio, Alessandro; Zanda, Matteo
Tetrahedron, 2011 , vol. 67, # 29 p. 5268 - 5281
反应条件
1.1: n-butyllithium / tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide; hexane / 0.17 h / -70 °C / Inert atmosphere
1.2: -78 °C / Inert atmosphere
2.1: 2,4,6-trimethyl-pyridine; trifluoromethylsulfonic anhydride / acetonitrile / 0 °C / Inert atmosphere
View Scheme
参考文献
Pinna, Giovanni; Bellucci, Maria Cristina; Malpezzi, Luciana; Pisani, Laura; Superchi, Stefano; Volonterio, Alessandro; Zanda, Matteo
Tetrahedron, 2011 , vol. 67, # 29 p. 5268 - 5281
