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新型噻唑基手性离子液体催化肉桂醛合成γ-丁内酯 被引量:4

Synthesis of γ-Butyrolactone from Cinnamaldehyde Catalyzed by New Thiazolium Chiral Ionic Liquids
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摘要 以L-薄荷醇、氯化亚砜、4-甲基噻唑等为原料,设计合成出一类新型的噻唑基手性离子液体催化剂,并将其用于催化肉桂醛的自身缩合反应生成γ-丁内酯。实验结果表明,在手性离子液体的催化下,主要得到顺式γ-丁内酯产物。对影响反应的各种因素进行了详细的考察,在较佳的条件下,γ-丁内酯的收率为45.8%。考察了离子液体催化剂的循环使用效果,催化剂可重复使用4次,其催化活性基本不变。 The novel thiazolium chiral ionic liquids were synthesized from L-menthol,thionyl chloride and 4-methylthiazole.The new ionic liquids were used for catalyzing the self-condensation of cinnamaldehyde to synthesize γ-butyrolactone.The experiments results showed the main product was trans-butyrolactone.The effect of reaction conditions on the reaction was fully investigated.Under the optimal conditions,the yield of γ-butyrolactone was 45.8%.The recycling efficiency of ionic liquids catalyst was also investigated.The catalyst could be recycled 4 times,and the catalytic activity kept constant.
作者 蒋佳佳
出处 《青岛科技大学学报(自然科学版)》 CAS 2011年第6期569-572,共4页 Journal of Qingdao University of Science and Technology:Natural Science Edition
基金 国家自然科学基金项目(21006055)
关键词 噻唑基手性离子液体 肉桂醛 Γ-丁内酯 thiazolium chiral ionic liquids cinnamaldehyde γ-butyrolactone
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  • 1Rao Y S. Rencent advances in the chemistry of unsaturated lactones[J]. Chem Rev, 1976, 76:625-694.
  • 2Oeveren van A, Jansen J F G A, Feringa B L. Enantioselec tire synthesis of natuaral dibenzyibutyrolactone lignans (-)- hinokinin, (-)-pluviatolide, (-)-enterodiol, and furofuran lig- nan ( )-eudesmin via tandem conjugate addtion to γ-alkoxy- butenolides[J]. Org Chem, 1994, 59: 5999-6007.
  • 3Enders D, Kroll M, Raabe G, et al. Diastereoselective syn thesis of highly substituted five membered-ring oxygen heter- ocycles[J]. Angew Chem Int Ed, 1998, 37(12):1673-1675.
  • 4Whisler M C, Vaillancourt L, Beak P. Highly enantioselec tive syntheses of anti-homoaldol products by (-)-sparteine- mediated lithiation[J]. Org Lett, 2000, 2: 2655-2658.
  • 5Kise N, Hirata Y, Harnaguchi T, et al. Stereoselective cou- pling of optically active 3-trans-cinnamoyl-2-oxazolidinones with acid anhydrides by electroreduetion [J]. Tetrahedron Letters, 1999, 40: 8125-8128.
  • 6Pippel D J, Curtis M D, Du H, et al. Complex-induced prox- imity effects: Stereoselective carbon-carbon bond formation in chiral auxiliary mediated β-lithiation-substitution sequences of β-substituted secondary carboxamides[J]. J Org Chem, 1998, 63:2-3.
  • 7Welton T. Room-temperature ionic liquids solvents for syn- thesis and catalysis[J]. Chem Rev, 1999, 99:2071-2084.
  • 8Ni B, Zhang Q, Headley A D. Functionalized chiral ionic liq uid as recyclable organocatalyst for asymmetric Michael addi tionto nitrostyrenes[J]. Green Chem, 2007, 9(7): 737 - 739.
  • 9Luo S P, Mi X L, Zhang L, et al. Functionalized chiral ionic liquids as highly efficient asymmetric for orgaonocatalysts for michael addition to nitroolefins[J]. Angew Chem Int Ed, 2006, 45(19): 3093-3097.
  • 10Lee S G, Zhang Y J, Piao J Y, et al. Catalytic asymmetric hydrogenation in room temperature ionic liquid using chiral Rh-eomplex of ionic liquid grafted 1,4-biaphosphine ligand [J]. Chem Commun, 2003(20):2624-2625.

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