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Pd(PPh_3)_4催化Suzuki偶联反应合成4-溴-2-氟-联苯 被引量:2

Synthesis of 4-Bromo-2-fluorobiphenyl by Suzuki Coupling Reaction with Pd(PPh_3)_4 Catalysis
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摘要 以苯硼酸和2-氟-4-溴碘苯为起始原料,经Suzuki偶联反应合成了色谱纯度99.5%以上的医药和液晶中间体4-溴-2-氟-联苯,目标化合物进行了1HNMR、IR和GC-MS表征。结果表明,反应体系中氧气的存在是导致硼酸自偶副产物产生的主要原因;Pd(PPh3)4催化剂及过量的苯硼酸均会导致三联苯副产物的产生。 The medicine and liquid crystal intermediate 4-bromo-2-fluorobiphenyl of a purity of 99.5 % was synthesized via Suzuki coupling reaction with phenyl boric acid and 2-fluoro-4-bromo-iodobenzene as starting materials. The target compound was characterized by means of 1HNMR, IR and GC - MS. The results of condition experiments show that the existence of oxygen in the reaction system was the major generation reason of the by-product of boric acid self-coupling; the catalyst Pd ( PPh3 ) 4 and the excessive dosage of phenyl boric acid both resulted in the generation of the by-product terphenyl.
出处 《精细化工》 EI CAS CSCD 北大核心 2012年第11期1142-1144,共3页 Fine Chemicals
关键词 SUZUKI偶联反应 4-溴-2-氟-联苯 催化 精细化工中间体 Suzuki coupling reaction 4-bromo-2-fluorobiphenyl catalysis fine chemical intermediates
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  • 1赵敏,蒯乃功.多环苯基环己烷类液晶的合成[J].华东理工大学学报(自然科学版),1996,22(2):217-220. 被引量:10
  • 2Suzuki A. Organoboron compounds in new synthetic reactions[J]. Pure and Appl. Chem. , 1985, 57(12) : 1749 - 1758.
  • 3Suzuki A. Synthetic studies via the cross -coupling reac- tion of organoboron derivatives with organic halides [ J ]. Pure and Appl. Chem. , 1991, 63(3) : 419 -422.
  • 4Miyaura N, Suzuki A. Palladium -catalyzed cross -coupling reactions of organoboron compounds [ J ]. Chem. Rev. , 1995, 95(7) : 2457-2483.
  • 5Aliprantis A O, Canary J W. Observation of catalytic intermediates in the suzuki reaction by electrospray mass spectrometry[ J ]. J. Am. Chem. Soc., 1994, 116 ( 15 ) : 6985 - 6986.
  • 6Reetz M T, Westermann E. Phosphane- free palladium- catalyzed coupling reactions : the decisive role of Pd nanoparticles[J]. Angew. Chem. Int. Ed. , 2000, 39(1) : 165 - 168.
  • 7Kim S W, Kim M, Lee W Y. , et al. Fabrication of hollow palladium spheres and their successful application to the recyclable heterogeneous catalyst for Suzuki coupling reactions[J]. J. Am. Chem. Soc., 2002, 124(26):7642 - 7643.
  • 8Jin M J, Lee D H. A Practical heterogeneous catalyst for the Suzuki, Sonogashira, andSfille coupling reactions of unreactive aryl chlorides [J]. Angew. Chem. Int. Ed., 2010, 49(6) : 1119 -1122.
  • 9Yuan B Z, Pan Y Y, Li Y W., et al. A highly active het- erogeneous palladium catalyst for the Suzuki - miyaura and ullmann coupling reactions of aryl chlorides in aqueous media[J]. Angew. Chem., 2010, 122(24): 4148- 4152.
  • 10Pereec V, Bae J Y, Hill D H. Aryl mesylates in metal cat- alyzed homocoupling and cross - coupling reactions. 2. Suzuki - type nickel - catalyzed cross - coupling of aryl arenesulfonates and aryl mesylates with arylboronic acids [J]. J. Org. Chem., 1995, 60(4): 1060-1065.

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