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超声波促进合成新型吡咯α,β-不饱和酮 被引量:2

Synthesis of Novel Pyrrole Derivatives with α,β-Unsaturated Ketones under Ultrasound Irradiation
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摘要 以乙酰乙酸酯为原料,通过亚硝化反应、Knorr缩合反应和氧化反应制得中间体3-甲基-5-甲酰基-1H-吡咯-2,4-二甲酸酯(4a^4d);在超声波促进下,4a^4d与丙酮经Aldol缩合反应合成了4个新型吡咯α,β-不饱和酮,其结构经IR,1H NMR和HR-ESI-MS表征。 The intermediates,5-formyl-3-methyl-1H-pyrrole-2,4-dicarboxylic ester( 4a - 4d),were obtained by nitrosation,Knorr condensation and oxidization using ethyl acetoacetate and methyl acetoacetate as raw materials. Four novel pyrrole derivatives were synthesized by Aldol condensation of4 a - 4d with acetone under ultrasound irradiation. The structures were characterized by IR,1H NMR and HR-ESI-MS.
出处 《合成化学》 CAS CSCD 2015年第10期963-966,共4页 Chinese Journal of Synthetic Chemistry
基金 国家自然科学基金资助项目(21162006) 教育部大学生创新训练项目(201410589001)
关键词 吡咯 Α Β-不饱和酮 超声波 合成 pyrrole α, β-unsaturated ketone ultrasonic radiation synthesis
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  • 1Keyzers R A, Arendse C E, Hendricks D T, et al. Makaluvic acids from the south african latrunculid sponge Strongylodesma aliwaliensis [ J ]. J Nat Prod, 2005 ,fi8(4) :506 -510.
  • 2Reddy L A, Chakraborty S, Swapna R, et al. Synthe- sis and process optimization of amtolmetin: An antiin- flammatory agent [ J ]. Org Process Res Dev, 2010,14 (2) :362-368.
  • 3Wang S F, Jiang Q, Ye Y H, et al. Genistein deriva- tives as selective estrogen receptor modulators: Sono- chemical synthesis and in vivo anti-osteoporotic action [ J ]. Bioorg Med Chem, 2005,13 (16) :4880 - 4890.
  • 4Shi D H, Huang W, Li C, et al. Synthesis, biological evaluation and molecular modeling of aloe emodin de- rivatives as new acetylcholinesterase inhibitors [ J ]. Bioorg Med Chem,2013,21(5 ) : 1064 - 1073.
  • 5Olsen J, Li C, Skonberg C, et al. Studies on the me- tabolism of tolmetin to the chemically reactive acyl-co- enzyme, a thioester intermediate in rats [ J ]. Drug metab Dispos ,2007,35 ( 5 ) :758 - 764.
  • 6Adam W, Hadjiarapoglou L, Smerz A. Dioxirane ep- oxidation of α,β-unsaturated ketones [ J ]. Chem Bet, 1991,124( 1 ) :227 - 232.
  • 7Ricci P, Carlone A, Bartoli G, et al. Organocatalytic asymmetric sulfa-michael addition to α,β-unsaturated ketones [ J]. Adv Synth Catal,2008,350( 1 ) :49 - 53.
  • 8Arai S, Tsuge H, Shioiri T. Asymmetric epoxidation of α,β-unsaturated ketones under phase-transfer cata- lyzed conditions [ J ]. Tetrahedron letters, 1998, 39 (41) :7563 -7566.
  • 9Ashokkumar M. The characterization of acoustic cavi- tation bubbles-an overview [ J ]. Ultrason Sonochem, 2011,18(4) :864 -872.
  • 10Mason T J. Ultrasound in synthetic organic chemistry [J]. Chem Soc Rev,1997,26(6) :443 -451.

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