4-[(三甲基硅基)乙炔基]苄腈合成路线 （共 22 条）
反应条件
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct; N-ethyl-N,N-diisopropylamine in water; isopropyl alcohol
T=100°C; 0.333333 h; Microwave irradiationInert atmosphere;
参考文献
Coltuclu, Vitali; Dadush, Eric; Naravane, Abhijit; Kabalka, George W.
Molecules, 2013 , vol. 18, # 2 p. 1755 - 1761
反应条件
propylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) in benzene
3 h; Ambient temperature;
参考文献
Okumura, Kunio; Shimazaki, Toshiyuki; Aoki, Yoji; Yamashita, Hiroyuki; Tanaka, Eishi; Banba, Shinichi; Yazawa, Kouhei; Kibayashi, Kenji; Banno, Hitoshi
Journal of Medicinal Chemistry, 1998 , vol. 41, # 21 p. 4036 - 4052
反应条件
1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C
1.2: B(OMe)3 / tetrahydrofuran; hexane / 2 h / -78 - -20 °C
1.3: 77 percent / aq. KHF2 / tetrahydrofuran; hexane / 2 h / -20 - 20 °C
2.1: 60 percent / Cs2CO3 / PdCl2(dppf)*CH2Cl2 / tetrahydrofuran; H2O / 12 h / Heating
View Scheme
参考文献
Molander, Gary A.; Katona, Bryson W.; Machrouhi, Fouzia
Journal of Organic Chemistry, 2002 , vol. 67, # 24 p. 8416 - 8423
反应条件
1: 80 percent / Et3N / CH2Cl2 / 1 h / Ambient temperature
2: 97 percent / CuI, Pd(PPh3)4, n-PrNH2 / benzene / 3 h / Ambient temperature
View Scheme
参考文献
Okumura, Kunio; Shimazaki, Toshiyuki; Aoki, Yoji; Yamashita, Hiroyuki; Tanaka, Eishi; Banba, Shinichi; Yazawa, Kouhei; Kibayashi, Kenji; Banno, Hitoshi
Journal of Medicinal Chemistry, 1998 , vol. 41, # 21 p. 4036 - 4052
反应条件
triphenylphosphine in tetrahydrofuran
T=70°C; Negishi Coupling; 24 h; Inert atmosphereGreen chemistry; Catalytic behavior;
参考文献
Wu, Wei-Yi; Lin, Tze-Chiao; Takahashi, Tamotsu; Tsai, Fu-Yu; Mou, Chung-Yuan
ChemCatChem, 2013 , vol. 5, # 4 p. 1011 - 1019
反应条件
1: 89 percent / K2CO3; MeOH / CH2Cl2 / 0.5 h / 20 °C
2: 93 percent / CuI; triethylamine; PdCl2(PPh3)2 / tetrahydrofuran / 16 h / 20 °C
View Scheme
参考文献
Dixon, Sally; Whitby, Richard J.
Tetrahedron Letters, 2006 , vol. 47, # 46 p. 8147 - 8150
反应条件
1: tri-phenyl-antimony With [bis(acetoxy)iodo]benzene in dichloromethane
T=20°C; 7 h;
2: 4-[2-(trimethylsilyl)ethynyl]benzonitrile With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; copper(l) iodide in acetonitrile
T=50°C; 5 h; Further stages.;
参考文献
Kang, Suk-Ku; Ryu, Hyung-Chul; Hong, Young-Taek
Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 7 p. 736 - 739
反应条件
trichloroisocyanuric acid; water; silver nitrate in acetone
T=0 - 150°C; 0.583333 h; Microwave irradiation;
参考文献
Vilhelmsen, Mie Hojer; Andersson, Asbjorn Sune; Nielsen, Mogens Brondsted
Synthesis, 2009 , # 9 art. no. T20708SS, p. 1469 - 1472
反应条件
N-chloro-succinimide; tetrabutyl ammonium fluoride in N,N-dimethyl-formamide
T=20°C; 22 h; Inert atmosphereSchlenk technique; Reagent/catalystSolventTimeConcentration;
参考文献
Gulia, Nurbey; Pigulski, Bartlomiej; Charewicz, Marta; Szafert, Slawomir
Chemistry - A European Journal, 2014 , vol. 20, # 10 p. 2746 - 2749
反应条件
KOC(O)Ph; triphenylphosphine; copper(l) chloride in 1,3-dimethyl-imidazolidin-2-one
T=120°C; Sila-Sonogashira-Hagihara cross-coupling reaction; 12 h; Inert atmosphere;
参考文献
Ihara, Hideki; Ueda, Akinori; Suginome, Michinori
Chemistry Letters, 2011 , vol. 40, # 9 p. 972 - 974
