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吲哚与硝基烯烃的不对称Friedel-Crafts烷基化研究

Study on Asymmetric Friedel-Crafts Alkylation of Indole with Nitroalkenes
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摘要 本文发展了手性Salan配体-二乙基锌试剂催化体系用于吲哚与硝基烯烃的不对称Friedel-Crafts烷基化,考察了手性配体、反应温度、溶剂以及二乙基锌的用量对反应选择性的影响,获得了最佳反应条件.通过改变硝基烯烃的种类,研究了反应的适用范围.结果表明,大部分底物可获得中等的产率和对映选择性. Catalytic asymmetric Friedel-Crafts reaction of indole with nitroalkenes was developed under the catalysis of chiral Salan-Et2Zn complexes.The reaction conditions such as chiral ligands,temperature,solvents and the amount of Et2Zn were optimized,and the scope of the reaction was tested by varying the nitroalkenes.For most of substrates,the moderate yield and enantioselectivities were obtained.
作者 贾雪锋
出处 《山西师范大学学报(自然科学版)》 2011年第2期76-79,共4页 Journal of Shanxi Normal University(Natural Science Edition)
基金 山西师范大学自然科学基金项目(872011)
关键词 吲哚 硝基烯烃 手性配体 不对称Friedel-Crafts烷基化 indole nitroalkenes chiral ligand asymmetric Friedel-Crafts alkylation reaction
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参考文献12

  • 1Kawasaki T, Enoki H, Matsumura K, et al. First total synthesis of Dragmacidin A via indolylglycines [ J ]. Org Lett, 2000, 2 (19) : 3027 - 3029.
  • 2Bandini M, Cozzi P G, Melchiorre P, et al. New catalytic approaches in the stereoselective Friedel-Crafts alkylation reaction [ J]. Angew Chem Int Ed, 2004, 43 : 550 - 556.
  • 3Poulsen T B, Jorgensen K A. Catalytic asymmetric Friedel-Crafts alkylation reactions - copper showed the way [ J ]. Chem Rev, 2008, 108 (8) : 2903 - 2915.
  • 4Uraguchi D, Sorimachi K, Terada M. Organocatalytic asymmetric aza-Friedel-Crafts alkylation of furan [J ] . J Am Chem Soc, 2004, 126 (38) : 11804 - 11805.
  • 5Evans D A, Fandrick K R, et al. Enantioselective Friedel-Crafts alkylations catalyzed by bis(oxazolinyl) pyridine-scandium(III) triflate comple- xes[J]. J Am Chem Soc, 2007, 129(32) :10029 -10041.
  • 6Yang H, Hong Y T, Kim S. Catalytic enantioselective Friedel-Crafts alkylations of indoles with -t'-phosphoric enones [ J]. Org Lett, 2007, 9 (12) : 2281 -2284.
  • 7Herrera R P, Sgarani V, Bernardi L, et al. Catalytic enantioselective Friedel-Crafts alkylation of indoles with nitroalkenes by using a simple thio- urea organocatalyst[ J ]. Angew Chem Int Ed, 2005, 44 : 6576 - 6579.
  • 8Jia Y X, Zhu S F, Yang Y, et al. Asymmetric Friedel-crafts alkylations of indoles with nitroalkenes catalyzed by Zn (II)-bisoxazoline complexes [J]. J Org Chem, 2006, 71(1) : 75 -80.
  • 9Lu S F, Du D M, Xu J X. Enantioselective Friedel-Crafts alkylation of indoles with nitroalkenes catalyzed by bifunctional tridentate bis( oxazo- line) -Zn ( II ) complex [ J ]. Org Lett, 2006, 8 ( 10 ) : 2115 - 2118.
  • 10Singh P K, Bisai A, Singh V K. Enantioselective Friedel-Crafts alkylation of indoles with nitroalkenes catalyzed by a bis( oxazoline )-Cu (II) complex [J]. Tetrahedron Lett, 2007, 48(7) : 1127 - 1129.

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