期刊文献+

无配体碘化亚铜催化杂环硫醇与碘代芳烃的C-S偶联反应研究

Study on Ligand-free CuI-catalyzed C-S Cross-coupling of Heterocyclic Thiols with Aryl Iodides
下载PDF
导出
摘要 在120℃DMF溶液中,采用10mol%CuI作催化剂,200mol%Na2CO3作碱进行C-S偶联反应,合成了一系列杂环硫化物。该方法无需任何配体,同时具有经济、高效等特点。产物的结构经1 H NMR、13C NMR、MS和元素分析证实。 The ligand-free copper-catalyzed cross-coupling of heterocyclic thiols with aryl iodides was reported.The reaction was carried out in the presence of 10mol%CuI and 200mol% Na2CO3 in DMF at 120℃.A variety of heterocyclic sulfides were prepared with high selectivity and yield.The CuI catalyst was ligand-free,economical and effective.The structures of the products were characterized by 1 H NMR、13 C NMR、MS and elemental analysis.
出处 《化学世界》 CAS CSCD 北大核心 2014年第10期605-608,611,共5页 Chemical World
关键词 铜催化 C-S偶联反应 碘代芳烃 杂环硫醇 copper-catalyst C-S cross-coupling heterocyclic thiols aryl iodides
  • 相关文献

参考文献15

  • 1DICKENS M J,GILDAY J P,MOWLEM T J,et al.Transition Metal Mediated Thiation of Aromatic Rings[J].Tetrahedron,1991,47(40):8621-8634.
  • 2ZHANG Y,NGEOW K N,YING J Y.The First NHeterocyclic Carbene-based Nickel Catalyst for C-S Coupling[J].Org Lett,2007,9(18):3495-3498.
  • 3金明,郑礼康,张敬先,韩世清.无配体碘化亚铜催化碘代芳烃与氨基醇的胺化反应研究[J].化学世界,2012,53(9):543-546. 被引量:3
  • 4张敬先,殷慧清,韩世清.水相中铜催化含氮杂环化合物的N-芳基化反应[J].有机化学,2012,32(8):1429-1433. 被引量:10
  • 5YIN H Q,JIN M,CHEN W,et al.Solvent-free Copper-catalyzed N-Arylation of Amino Alcohols and Diamines with Aryl Halides[J].Tetrahedron Lett,2012,53(10):1265-1270.
  • 6HARTWIG J F.Transition Metal Catalyzed Synthesis of Arylamines and Aryl Ethers from Aryl Halides and Triflates:Scope and Mechanism[J].Angew Chem Int Ed,1998,37(15):2046-2067.
  • 7DICKENS M J,GILDAY J P,MOWLEM T J,et al.Transition Metal Mediated Thiation of Aromatic Rings[J].Tetrahedron,2006,47(48):8621-8624.
  • 8ZHANG Y,NGEOW K N,YING J Y.The First N-Heterocyclic Carbene-based Nickel Catalyst for C-S Coupling[J].Org Lett,2007,9(18):3495-3498.
  • 9PALOMO C,OIARBIDE M,LOPEZ R,et al.Phosphazene Bases for the Preparation of Biaryl Thioethers from Aryl Iodides and Arenethiols[J].Tetrahedron Lett,2000,41(8):1283-1286.
  • 10WONG Y C,JAYANTH T T,CHENG C H.Cobalt-catalyzed Aryl-sulfur Bond Formation[J].Org Lett,2006,8(24):5613-5616.

二级参考文献38

  • 1Beletskaya, 1. P.; Cheprakov, A. V. Coord. Chem. Rev. 2004, 248, 2337.
  • 2Beccalli, E. M.; Broggini, G.; Martinelli, M.; Sottocornola, S. Chem. Rev. 2007, 107, 5318.
  • 3Ley, S. V.; Thomas, A. W. Angew. Chem., lnt. Ed. 2003, 42, 5400.
  • 4Sano, H.; Noguchi, T.; Tanatani, A.; Hashimoto, Y.; Miyachi, H. Bioorg. Med. Chem. 2005, 13, 3079.
  • 5Kiyomori, A.; Marcoux, J. F.; Buchwald, S. L. Tetrahedron Lett. 1999, 40, 2657.
  • 6Klapars, A.; Antilla, J. C.; Huang, X.; Buchwald, S. L. J. Am. Chem. Soc. 2001, 123, 7727.
  • 7Antilla, J. C.; Klapars, A.; Huang, X.; Buchwald, S. L. J. Am. Chem. Soc. 2002, 124, 11684.
  • 8Strieter, E. R.; Bhayana, S. B.; Buchwald, S. L. J. Am. Chem. Soc. 2009, 131, 78.
  • 9Ma, D. W.; Zhang, Y. D.; Yao, J. C.; Wu, S. H.; Tao, F. G. J. Am. Chem. Soc. 1998, 120, 12459.
  • 10Ma, D. W.; Cai, Q.; Zhang, H. Org. Lett. 2003, 5, 2453.

共引文献11

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部