1.1: (COCl)2; DMSO / CH2Cl2 / -78 °C
1.2: 90 percent / Et3N / CH2Cl2 / -78 - 0 °C
2.1: 2.83 g / tetrahydrofuran / 2 h / 0 - 20 °C
3.1: 99 percent / pTSA*H2O / dioxane; H2O / 2 h / 50 °C
4.1: 76 percent / tetrahydrofuran / 1 h / 0 - 20 °C
5.1: 92 percent / [bis(trifluoroacetoxy)iodobenzene] / tetrahydrofuran / 0.25 h / 20 °C
6.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 4 h / 20 °C
6.2: 75 percent / Cs2CO3; Ph3As; H2O / PdCl2(1,1'-bis(diphenylphosphino)ferrocene)2 / dimethylformamide; tetrahydrofuran / 2 h / 20 °C
7.1: 85 percent / pTSA*H2O / dioxane; H2O / 3 h / 55 °C
8.1: potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 0.5 h / -78 °C
9.1: 99 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C
10.1: 93 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -30 °C
11.1: 84 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 25 °C
12.1: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C
View Scheme
参考文献
Dongfang, Meng; Bertinato, Peter; Balog, Aaron; Su, Dai-Shi; Kamenecka, Ted; et al.
Journal of the American Chemical Society, 1997 , vol. 119, # 42 p. 10073 - 10092
1.1: 98 percent / 2,6-lutidine / CH2Cl2 / 0 °C
2.1: 89 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH2Cl2; H2O / 20 °C
3.1: (COCl)2; DMSO / CH2Cl2 / -78 °C
3.2: 90 percent / Et3N / CH2Cl2 / -78 - 0 °C
4.1: 2.83 g / tetrahydrofuran / 2 h / 0 - 20 °C
5.1: 99 percent / pTSA*H2O / dioxane; H2O / 2 h / 50 °C
6.1: 76 percent / tetrahydrofuran / 1 h / 0 - 20 °C
7.1: 92 percent / [bis(trifluoroacetoxy)iodobenzene] / tetrahydrofuran / 0.25 h / 20 °C
8.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 4 h / 20 °C
8.2: 75 percent / Cs2CO3; Ph3As; H2O / PdCl2(1,1'-bis(diphenylphosphino)ferrocene)2 / dimethylformamide; tetrahydrofuran / 2 h / 20 °C
9.1: 85 percent / pTSA*H2O / dioxane; H2O / 3 h / 55 °C
10.1: potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 0.5 h / -78 °C
11.1: 99 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C
12.1: 93 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -30 °C
13.1: 84 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 25 °C
14.1: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C
View Scheme
参考文献
Dongfang, Meng; Bertinato, Peter; Balog, Aaron; Su, Dai-Shi; Kamenecka, Ted; et al.
Journal of the American Chemical Society, 1997 , vol. 119, # 42 p. 10073 - 10092
1.1: 2.83 g / tetrahydrofuran / 2 h / 0 - 20 °C
2.1: 99 percent / pTSA*H2O / dioxane; H2O / 2 h / 50 °C
3.1: 76 percent / tetrahydrofuran / 1 h / 0 - 20 °C
4.1: 92 percent / [bis(trifluoroacetoxy)iodobenzene] / tetrahydrofuran / 0.25 h / 20 °C
5.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 4 h / 20 °C
5.2: 75 percent / Cs2CO3; Ph3As; H2O / PdCl2(1,1'-bis(diphenylphosphino)ferrocene)2 / dimethylformamide; tetrahydrofuran / 2 h / 20 °C
6.1: 85 percent / pTSA*H2O / dioxane; H2O / 3 h / 55 °C
7.1: potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 0.5 h / -78 °C
8.1: 99 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C
9.1: 93 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -30 °C
10.1: 84 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 25 °C
11.1: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C
View Scheme
参考文献
Dongfang, Meng; Bertinato, Peter; Balog, Aaron; Su, Dai-Shi; Kamenecka, Ted; et al.
Journal of the American Chemical Society, 1997 , vol. 119, # 42 p. 10073 - 10092
1.1: 89 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH2Cl2; H2O / 20 °C
2.1: (COCl)2; DMSO / CH2Cl2 / -78 °C
2.2: 90 percent / Et3N / CH2Cl2 / -78 - 0 °C
3.1: 2.83 g / tetrahydrofuran / 2 h / 0 - 20 °C
4.1: 99 percent / pTSA*H2O / dioxane; H2O / 2 h / 50 °C
5.1: 76 percent / tetrahydrofuran / 1 h / 0 - 20 °C
6.1: 92 percent / [bis(trifluoroacetoxy)iodobenzene] / tetrahydrofuran / 0.25 h / 20 °C
7.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 4 h / 20 °C
7.2: 75 percent / Cs2CO3; Ph3As; H2O / PdCl2(1,1'-bis(diphenylphosphino)ferrocene)2 / dimethylformamide; tetrahydrofuran / 2 h / 20 °C
8.1: 85 percent / pTSA*H2O / dioxane; H2O / 3 h / 55 °C
9.1: potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 0.5 h / -78 °C
10.1: 99 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C
11.1: 93 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -30 °C
12.1: 84 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 25 °C
13.1: 99 percent / HF*pyridine / tetrahydrofuran / 2 h / 25 °C
View Scheme
参考文献
Dongfang, Meng; Bertinato, Peter; Balog, Aaron; Su, Dai-Shi; Kamenecka, Ted; et al.
Journal of the American Chemical Society, 1997 , vol. 119, # 42 p. 10073 - 10092
Nicolaou; He; Vourloumis; Vallberg; Roschangar; Sarabia; Ninkovic; Yang; Trujillo
Journal of the American Chemical Society, 1997 , vol. 119, # 34 p. 7960 - 7973