5-乙炔苯并[1,3]间二氧杂环戊烯合成路线 （共 27 条）
参考文献
Manchot; Haas
Justus Liebigs Annalen der Chemie, 1913 , vol. 399, p. 150
参考文献
3-Dimensional Pharmaceuticals, Inc.
Patent: US2002/169200 A1, 2002 ;
反应条件
n-butyllithium in tetrahydrofuran
-78 deg C, 1h, then RT, 1.5 h;
参考文献
3-Dimensional Pharmaceuticals, Inc.
Patent: US2002/169200 A1, 2002 ;
反应条件
potassium carbonate in methanol
2 h; Ambient temperature;
参考文献
Pearson; Postich
Journal of Organic Chemistry, 1994 , vol. 59, # 19 p. 5662 - 5671
反应条件
1: 4-ethynyl-1-methoxy-benzene With n-butyllithium in tetrahydrofuran
T=20°C; 0.0333333 h; Inert atmosphere;
2: (E)-1-chloro-2-phenyl-1-(p-tolylsulfinyl)ethene in tetrahydrofuran
T=20°C; 0.5 h;
参考文献
Kimura, Tsutomu; Nishimura, Yuka; Ishida, Naoyuki; Momochi, Hitoshi; Yamashita, Hironori; Satoh, Tsuyoshi
Tetrahedron Letters, 2013 , vol. 54, # 9 p. 1049 - 1051
反应条件
potassium tert-butylate in methanol
T=100°C; 0.5 h;
参考文献
Baxendale, Ian R.; Ley, Steven V.; Mansfield, Andrew C.; Smith, Christopher D.
Angewandte Chemie, International Edition, 2009 , vol. 48, p. 4017 - 4021
Angewandte Chemie, 2009 , vol. 121, p. 4077 - 4081
反应条件
1: 5-((Z)-2-Benzenesulfinyl-2-chloro-vinyl)-benzo[1,3]dioxole With 1,1-dimethylethylmagnesium chloride
2: With ethyl magnesium chloride in tetrahydrofuran
T=-78°C; Fritsch-Wiechell rearrangement;
3: PhSO2C(Li)HPh in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide
T=-78 - 20°C;
参考文献
Satoh, Tsuyoshi; Sakamoto, Tatsuya; Watanabe, Masanori
Tetrahedron Letters, 2002 , vol. 43, # 11 p. 2043 - 2046
反应条件
1: With 1,1-dimethylethylmagnesium chloride; ethyl magnesium chloride in tetrahydrofuran
T=-78°C;
2: With N,N,N',N',N'',N''-hexamethylphosphoric triamide; PhSO2C(Li)HPh in tetrahydrofuran
T=-78 - 20°C;
参考文献
Satoh, Tsuyoshi; Sakamoto, Tatsuya; Watanabe, Masanori; Takano, Koji
Chemical and Pharmaceutical Bulletin, 2003 , vol. 51, # 8 p. 966 - 970
反应条件
nonafluoro-n-butanesulfonyl fluoride; phosphazene base P1-t-bu-tris(tetramethylene) in N,N-dimethyl-formamide
T=20°C; 48 h;
参考文献
Lyapkalo, Ilya M.; Vogel, Michael A. K.; Boltukhina, Ekaterina V.; Vavrik, Jiri
Synlett, 2009 , # 4 p. 558 - 561
反应条件
1: 87 percent / n-BuLi, I2 / tetrahydrofuran; hexane / 1.) -90 to -50 deg C, 15 min, 2.) -78 deg C to r.t.
2: 100 percent / CuI, Et3N / (Ph3As)2PdCl2 / 1.5 h / Ambient temperature
3: 92 percent / K2CO3 / methanol / 2 h / Ambient temperature
View Scheme
参考文献
Pearson; Postich
Journal of Organic Chemistry, 1994 , vol. 59, # 19 p. 5662 - 5671
