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结构式
乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
2-甲基-5-苯基噻吩
合成路线
(共 29 条)
5069-26-1
2-甲基-5-苯基噻吩
+
108-24-7
乙酸酐
→
反应条件
40932-63-6
3-乙酰-2-甲基-5-苯基噻吩
反应条件
tin(IV) chloride in toluene T=0°C; 2 h; Inert atmosphere;
参考文献
Neilson, Bethany M.; Bielawski, Christopher W.
Journal of the American Chemical Society, 2012 , vol. 134, # 30 p. 12693 - 12699
554-14-3
2-甲基噻吩
+
108-86-1
溴代苯
→
反应条件
5069-26-1
2-甲基-5-苯基噻吩
反应条件
1: 2-methyl-thiophene With ethyl magnesium chloride; N,N-dicyclohexylamine in tetrahydrofuran T=60°C; 24 h; 2: bromobenzene With Cl2Ni(1,2-bis(diphenylphosphino)ethane) in tetrahydrofuran T=20°C; 24 h;
参考文献
Tanaka, Shota; Tanaka, Daiki; Sugie, Atsushi; Mori, Atsunori
Tetrahedron Letters, 2012 , vol. 53, # 9 p. 1173 - 1176
554-14-3
2-甲基噻吩
+
108-90-7
氯苯
→
反应条件
5069-26-1
2-甲基-5-苯基噻吩
反应条件
1: 2-methyl-thiophene With ethyl magnesium chloride; N,N-dicyclohexylamine in tetrahydrofuran T=60°C; 24 h; 2: chlorobenzene With PEPPSI™.IPr in tetrahydrofuran T=20°C; 24 h;
参考文献
Tanaka, Shota; Tanaka, Daiki; Sugie, Atsushi; Mori, Atsunori
Tetrahedron Letters, 2012 , vol. 53, # 9 p. 1173 - 1176
583-05-1
1-苯基-1,4-戊二酮
→
反应条件
5069-26-1
2-甲基-5-苯基噻吩
反应条件
hexaphenyldistannathiane, bis(triphenyltin)sulfide; boron trichloride in toluene 2 h; Heating;
参考文献
Freeman, Fillmore; Kim, Darrick S. H. L.; Rodriguez, Eloy
Journal of Organic Chemistry, 1992 , vol. 57, # 6 p. 1722 - 1727
554-14-3
2-甲基噻吩
+
591-50-4
碘苯
→
反应条件
5069-26-1
2-甲基-5-苯基噻吩
反应条件
(tricyclohexylphosphine)(1,5-cyclooctadiene)pyridineiridium(I) hexafluorophosphate; silver carbonate in m-xylene T=160°C; 18 h; Inert atmosphere;
参考文献
Join, Benoit; Yamamoto, Takuya; Itami, Kenichiro
Angewandte Chemie, International Edition, 2009 , vol. 48, # 20 p. 3644 - 3647
825-55-8
2-苯基噻吩
+
74-88-4
甲基碘
→
反应条件
5069-26-1
2-甲基-5-苯基噻吩
反应条件
1: 2-phenyl-thiophene With n-butyllithium in tetrahydrofuran; hexane T=0°C; 3 h; 2: methyl iodide in tetrahydrofuran; hexane T=0 - 20°C; Further stages.;
参考文献
Liu, Wen-Dar; Chi, Chih-Chin; Pai, I-Feng; Wu, An-Tai; Chung, Wen-Sheng
Journal of Organic Chemistry, 2002 , vol. 67, # 26 p. 9267 - 9275
81699-44-7
→
反应条件
5069-26-1
2-甲基-5-苯基噻吩
反应条件
Lawesson's reagent in N,N-dimethyl-formamide T=100°C; Kornblum-de la Mare rearrangement;
参考文献
Hewton, Cassie E; Kimber, Marc C; Taylor, Dennis K
Tetrahedron Letters, 2002 , vol. 43, # 17 p. 3199 - 3201
16494-36-3
2-碘-5-甲基噻吩
+
1074-29-9
苯基三氯化锗
→
反应条件
5069-26-1
2-甲基-5-苯基噻吩
+
16303-58-5
5,5-二甲基-2,2-并噻吩
反应条件
tris-(dibenzylideneacetone)dipalladium(0); tetrabutyl ammonium fluoride in tetrahydrofuran; toluene T=100°C; 12 h; Inert atmosphere;
参考文献
Zhang, Zun-Ting; Pitteloud, Jean-Philippe; Cabrera, Laura; Liang, Yong; Toribio, Myrdich; Wnuk, Stanislaw F.
Organic Letters, 2010 , vol. 12, # 4 p. 816 - 819
16494-36-3
2-碘-5-甲基噻吩
+
1135-99-5
二苯基二氯化锡
→
反应条件
5069-26-1
2-甲基-5-苯基噻吩
反应条件
tris-(dibenzylideneacetone)dipalladium(0); tetrabutyl ammonium fluoride; water in tetrahydrofuran; toluene T=100°C; 2 h; Inert atmosphere;
参考文献
Pitteloud, Jean-Philippe; Zhang, Zun-Ting; Liang, Yong; Cabrera, Laura; Wnuk, Stanislaw F.
Journal of Organic Chemistry, 2010 , vol. 75, # 23 p. 8199 - 8212
765-58-2
2-溴-5-甲基噻吩
+
98-80-6
苯硼酸
→
反应条件
5069-26-1
2-甲基-5-苯基噻吩
反应条件
tetrabutyl ammonium fluoride; palladium diacetate in water T=95°C; Suzuki coupling; 3 h;
参考文献
Wu, Xiang-Mei; Gu, Yong-Bing
Letters in Organic Chemistry, 2012 , vol. 9, # 6 p. 396 - 400
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