2-(2-苯基乙炔基)吡啶合成路线 (共 60 条)
反应条件
1: iodobenzene With bis-triphenylphosphine-palladium(II) chloride in N,N-dimethyl-formamide
T=20°C; Suzuki coupling; 0.25 h;
2: 2-((5,5-dimethyl-1,3,2-dioxaborinan-2-yl)ethynyl)pyridyl With caesium carbonate in N,N-dimethyl-formamide
T=80°C; Suzuki coupling; 3 h;
参考文献
Kaae, Birgitte H.; Harpsoe, Kasper; Kvist, Trine; Mathiesen, Jesper M.; Molck, Christina; Gloriam, David; Jimenez, Hermogenes N.; Uberti, Michelle A.; Nielsen, Soren M.; Nielsen, Birgitte; Braeuner-Osborne, Hans; Sauerberg, Per; Clausen, Rasmus P.; Madsen, Ulf
ChemMedChem, 2012 , vol. 7, # 3 p. 440 - 451
反应条件
1: With copper(l) iodide; chloroformic acid ethyl ester; N-ethyl-N,N-diisopropylamine in acetonitrile
T=20°C; 0.333333 h; Inert atmosphere;
2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone in acetonitrile
1 h; Heating;
参考文献
Beveridge, Ramsay E.; Arndtsen, Bruce A.
Synthesis, 2010 , # 6 art. no. M05809SS, p. 1000 - 1008
反应条件
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetra-(n-butyl)ammonium iodide in N,N,N',N',N'',N''-hexamethylphosphoric triamide
T=20°C; 2 h;
参考文献
Bumagin, N. A.; Kalinovskii, I. O.; Ponomarev, A. B.; Beletskaya, I. P.
Doklady Chemistry, 1982 , vol. 265, p. 262 - 266
Dokl. Akad. Nauk SSSR Ser. Khim., 1982 , vol. 265, # 5 p. 1138 - 1143
反应条件
bis-triphenylphosphine-palladium(II) chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-di(diphenylphosphino)-butane in dimethyl sulfoxide
T=50 - 80°C; 11 h; Inert atmosphere;
参考文献
Wang, Dongqi; Wang, Fen; Song, Guoyong; Li, Xingwei
Angewandte Chemie - International Edition, 2012 , vol. 51, # 49 p. 12348 - 12352
Angew. Chem., 2012 , vol. 124, # 49 p. 12514 - 12518,5
反应条件
tetrakis(triphenylphosphine) palladium(0); copper(I) thiophene-2-carboxylate; triethylamine in 1,4-dioxane
T=110°C; 24 h; Inert atmosphereSealed tubeSchlenk technique; chemoselective reaction;
参考文献
Quan, Zheng-Jun; Lv, Ying; Jing, Fu-Qiang; Jia, Xiao-Dong; Huo, Cong-De; Wang, Xi-Cun
Advanced Synthesis and Catalysis, 2014 , vol. 356, # 2-3 p. 325 - 332
反应条件
1: With potassium tert-butylate in N,N-dimethyl-formamide
T=-20°C; 0.5 h; Inert atmosphere;
2: With acetic acid in N,N-dimethyl-formamide
T=-20°C; Inert atmosphere;
参考文献
Prokhorov, Anton M.; Makosza, Mieczyslaw; Chupakhin, Oleg N.
Tetrahedron Letters, 2009 , vol. 50, # 13 p. 1444 - 1446
反应条件
potassium phosphate; bis(η3-allyl-μ-chloropalladium(II)); N,N,N′,N′-tetra(diphenylphosphinomethyl)pyridine-2,6-diamine in N,N-dimethyl acetamide; water
T=100°C; Sonogashira Cross-Coupling; 20 h; Schlenk techniqueInert atmosphere;
参考文献
Zhou, Rong; Wang, Wei; Jiang, Zhi-Jie; Fu, Hai-Yan; Zheng, Xue-Li; Zhang, Chun-Chun; Chen, Hua; Li, Rui-Xiang
Catalysis Science and Technology, 2014 , vol. 4, # 3 p. 746 - 751
反应条件
SPhos; C16H16Cl2N2O4Pd2; N-hexadecyl-N,N,N-trimethylammonium bromide; triethylamine in water
T=130°C; Sonogashira Cross-Coupling; 0.5 h; Microwave irradiation;
参考文献
Civicos, Jose F.; Alonso, Diego A.; Najera, Carmen
Advanced Synthesis and Catalysis, 2013 , vol. 355, # 1 p. 203 - 208
反应条件
in tetrahydrofuran
T=-78°C; 0.0833333 h;
参考文献
Marzo, Leyre; Aleman, Jose; Garcia Ruano, Jose Luis
Phosphorus, Sulfur and Silicon and the Related Elements, 2013 , vol. 188, # 4 p. 403 - 407
反应条件
1,3-dimethyl-imidazolidin-2-one; potassium carbonate; triphenylphosphine; copper(l) chloride
T=120°C; 12 h;
参考文献
Ogawa, Daisuke; Li, Jing; Suetsugu, Masato; Jiao, Jiao; Iwasaki, Masayuki; Nishihara, Yasushi
Tetrahedron Letters, 2013 , vol. 54, # 6 p. 518 - 521