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一种合成多氟联苯类化合物的新方法

A New Method for Synthesis of Multiple Fluorine Substituted Biaryl Compounds
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摘要 以Cu I为催化剂,芳胺与多氟苯经重氮化/偶联一锅反应合成了6个多氟取代的联苯类化合物(3a^3f),收率56%~82%,其结构经1H NMR,19F NMR和EI-MS确证。在最佳反应条件[1a 2 mmol,20%Cu I为催化剂,150%四丁基碘化铵为碘化试剂,V(DMSO)∶V(Me CN)=1∶1为溶剂,于130℃反应4 h]下,3a收率75%。 A new one-pot synthetic method to prepare multiple fluorine substituted biaryl compounds( 3a ~ 3f) by diazotization /cross-coupling of aromatic anilines with polyuoroarenes had been developed. The yields were 56% ~ 82%. The structures were confirmed by1 H NMR,19 F NMR and EIMS. Under the optimized conditions[1a 2 mmol,20% Cu I as the catalyst,150% Bu4 NI as the iodide reagent,V( DMSO) ∶ V( Me CN) = 1 ∶ 1 as the solvent,at 130 ℃ for 4 h],the yield of 3a was 75%.
出处 《合成化学》 CAS CSCD 2016年第3期259-262,共4页 Chinese Journal of Synthetic Chemistry
关键词 偶联反应 重氮化反应 多氟联苯 合成 coupling reaction diazotization fluorobiphenyl synthesis
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参考文献12

  • 1Purser S, Moore P R, Swallow S, et al. Fluorine in medicinal chemistry[J]. Chem Soc Rev,2008,37(2) : 320 - 330.
  • 2Zahn A, Brotschi C, Leumann C. Pentafluorophenyl- phenyl interactions in biphenyl-DNA [ J ]. J Chem Eur J,2005,11(7) :2125 -2129.
  • 3Babudri F, Farinola G hi, Naso F, et al. Fluorinated organic materials for electronic and optoelectronic ap- plications: The role of the fluorine atom [ J ]. Chem Commun,2007,10 : 1003 - 1022.
  • 4Tang M L, Reichardt A D, Miyaki N, et al. Ambipolar, high performance, acene-based organic thin film tran- sistors[J]. J Am Chem Soc,2008,130(19) :6064 -6065.
  • 5Wang Y, Watson M D. Transition-metal-free synthesis of alternating thiophene-perfluoroarene copolymers [J]. J Am Chem Soc,2006,128(8) :2536 -2537.
  • 6Lafrance M, Rowley C N, Woo T K, et al. Catalytic intermolecular direct arylation of perfluorobenzenes [ J ]. J Am Chem Soc,2006,128 (27) : 8754 - 8756.
  • 7Lafrance M, Shore D, Fagnou K. Mild and general conditions for the cross-coupling of aryl halides with pentafluorobenzene and other perfluoroaromaties [ J ]. Org Lett,2006,8(22) :5097 -5100.
  • 8Wei Y, Su W P. Pd(OAc) (2)-catalyzed oxidative C- H/C-H cross-coupling of electron-deficient polyfluoro- arenes with simple arenes[ J]. J Am Chem Soc,2010, 132(46) :16377 - 16379.
  • 9Wei Y, Kan J, Wang M, et al. Palladium-catalyzed direct arylation of electron-deficient polyfluoroarenes with arylboronic acids [ J ]. Org Lett, 2009,11 ( 15 ) : 3346 - 3349.
  • 10Nan G, Ren F, Luo M. Suzuki-Miyaura cross-cou- pling reaction of 1-aryltriazenes with arylboronic acids catalyzed by a recyclable polymer-supported N-heter- ocyclic carbene-palladium complex catalyst [ J ]. Beil- stein J Org Chem,2010,6-70 - 72.

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