5-[(E)-丙-1-烯基]苯并[1,3]二氧杂环戊烯合成路线 （共 45 条）
反应条件
1: C20H20OP(1+)*I(1-) With N,N,N',N',N'',N''-hexamethylphosphoric triamide; sec.-butyllithium in tetrahydrofuran; pentane
T=-78°C; Wittig reaction; Inert atmosphere;
2: piperonal in tetrahydrofuran; pentane
T=-78 - 20°C; Wittig reaction; Inert atmosphere;
参考文献
McNulty, James; Keskar, Kunal
Tetrahedron Letters, 2008 , vol. 49, # 49 p. 7054 - 7057
反应条件
1: (ethyl)-triphenylphosphonium iodide With N,N,N',N',N'',N''-hexamethylphosphoric triamide; sec.-butyllithium in tetrahydrofuran; pentane
T=-78°C; Wittig reaction; Inert atmosphere;
2: piperonal in tetrahydrofuran; pentane
T=-78 - 20°C; Wittig reaction; Inert atmosphere;
参考文献
McNulty, James; Keskar, Kunal
Tetrahedron Letters, 2008 , vol. 49, # 49 p. 7054 - 7057
反应条件
water; molybdenum hexacarbonate in 1,4-dioxane
23 h; Heating; Yield given;
参考文献
Masuyama, Yoshiro; Maekawa, Kazunobu; Kurihara, Toshiyuki; Kurusu, Yasuhiko
Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 7 p. 2311 - 2313
反应条件
1: (ethyl)-triphenylphosphonium bromide With n-butyllithium in tetrahydrofuran
T=20°C; 1 h;
2: piperonal in tetrahydrofuran
T=20°C; 6 h; Further stages. Title compound not separated from byproducts.;
参考文献
Schobert; Siegfried; Gordon
Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 19 p. 2393 - 2397
反应条件
1: 60 percent
2: 68 percent / <(C6H5)3P>2NiCl2 / benzene; diethyl ether / Heating
View Scheme
参考文献
Wenkert, Ernest; Fernandes, Joao Battista; Michelotti, Enrique L.; Swindell, Charles S.
Synthesis, 1983 , # 9 p. 701 - 703
反应条件
1: 85 percent / BuLi
2: 91 percent / sodium borohydride / ethanol
3: 86 percent / NaH / dimethylformamide
View Scheme
参考文献
Buss, Antony D.; Mason, Ralph; Warren, Stuart
Tetrahedron Letters, 1983 , vol. 24, # 47 p. 5293 - 5296
反应条件
1: 83.3 percent / H2SO4 / 18 h / Heating
2: 1.) n-BuLi / 1.) hexane, THF, 0 deg C, 30 min; 2.) THF, -78 deg C -> RT
3: 90.7 percent / NaBH4 / ethanol / 3 h / Heating
4: 86.4 percent / NaH / dimethylformamide; various solvent(s)
View Scheme
参考文献
Buss, Antony D.; Warren, Stuart
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985 , p. 2307 - 2326
反应条件
1: 1.) n-BuLi / 1.) hexane, THF, 0 deg C, 30 min; 2.) THF, -78 deg C -> RT
2: 90.7 percent / NaBH4 / ethanol / 3 h / Heating
3: 86.4 percent / NaH / dimethylformamide; various solvent(s)
View Scheme
参考文献
Buss, Antony D.; Warren, Stuart
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985 , p. 2307 - 2326
反应条件
vinyl acetate; 2,3-dicyano-5,6-dichloro-p-benzoquinone
sonication;
参考文献
Kumar, Vinod; Sharma, Abhishek; Sharma, Meenakshi; Sharma, Upendra K.; Sinha, Arun K.
Tetrahedron, 2007 , vol. 63, # 39 p. 9718 - 9723
反应条件
2,3-dicyano-5,6-dichloro-p-benzoquinone
参考文献
Kumar, Vinod; Sharma, Abhishek; Sharma, Meenakshi; Sharma, Upendra K.; Sinha, Arun K.
Tetrahedron, 2007 , vol. 63, # 39 p. 9718 - 9723
