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茚酮化合物的合成研究 被引量:2

Synthesis of Indanones Derivatives
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摘要 以芳香醛或邻苯二甲醚为原料,以分子内Friedel-Crafts酰基化、Nazarov环化、Pinacol重排等反应为主要合成策略,发展3条茚酮化合物的合成方法,共合成出8个茚酮化合物,所有产物的结构均经1H NMR、13C NMR表征和确认。合成方法具有原料价格低廉、实验操作简单、产率高等优点。 Eight indanones derivatives were synthesized by three procedures for preparation of indanone derivatives starting from aromatic aldehydes or 1, 2-dimetkoxy-benzene with the Friedel-Crafts aeylation, Nazarov cyclization or Pinacol rearrangement as the key steps in the synthesis,and the products were characterized and confirmed by 1H NMR and 13C NMR. The protocols possess the advantages of cheap material ,simple operation and high yields.
出处 《广西师范大学学报(自然科学版)》 CAS 北大核心 2012年第2期71-77,共7页 Journal of Guangxi Normal University:Natural Science Edition
基金 国家973重大基础研究计划子项目(2009CB522300)
关键词 茚酮化合物 Nazarov环化 Pinacol重排 合成 indanone derivatives Nazarov cyclization Pinacol rearrangement synthesis
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  • 1WESSIG P,TEUBNER J. Total synthesis of pterosines B and C via a photochemical key step[J]. Synlett, 2006(10): 1543-1546.
  • 2NAGLE D G,ZHOU Yu-dong,PARK P U ,et al. A new indanone from the marine eyanobacterium Lyngbya majuscu- ta that inhibits hypoxia-indueed activation of the VIEGF promoter in Hep 3B cells [J] J Nat Prod, 2000,63 (1 O) : 1431- 1433.
  • 3HARROWVEN D C,NEWMAN N A,KNIGHT C A. On the identity of a neo-lignan from the fruits of virola sebifera [J]. Tetrahedron Lett, 1998,39"-(37) : 6757-6760.
  • 4SHENG Rong,XU Yu,HU Chun-qi,et al. Design, synthesis and AChE inhibitory activity of indanone and aurone derivatives [J]. Eur J Med Chem, 2009,44 (1) : 7-17.
  • 5LEONI L,HAMEL E,GENINI D. Indanocine,a microtubule-binding indanone and a selective inducer of apoptosis in multidrug-resistant cancer cells[J]. J Natl Cancer Inst ,2000,92(3):217-224.
  • 6SAXENA H O,FARIDI U,SRIVASTAVA S,et al. Gallic acid-based indanone derivatives as anticancer agents [J]. Biorg Med Chem Lett, 2008,18 (14) : 3914-3918.
  • 7AHN J H,SHIN M S,JUNG S H,et al. Indenone derivatives :a novel template for peroxisome proliferator-aetivated receptor (PPAR) agonists[J]. J Med Chem,2006,49(15) :4781-4874.
  • 8GU Xiao-hui ,YU Han,JACOBSON A E ,et al. Design,synthesis ,and monoamine transporter binding site affinities of methoxy derivatives of indatraline[J]. J Med Chem ; 2000,43 (25) : 4868-4876.
  • 9LIU Chuan-che,KORIVI R P. Cobalt-catalyzed regioselective synthesis of indenamine from o-iodobenzaldimine and alkyne : intriguing difference to the nickel-catalyzed reaction [J]. Chem Eur J, 2008,14 ( 31 ) : 9503- 9506.
  • 10YU Han, KIM I J, FOLK J E, et al. Synthesis and pharmacological evaluation of 3-(3, 4-dichlorophenyl)-1-in- danamine derivatives as nonselective ligands for biogenic amine transporters[J]. J Med Chem, 2004,47(10):2624- 2634.

同被引文献33

  • 1魏荣卿,汪海萍,沈斌,刘晓宁,欧阳平凯.硝基苯对傅克酰基化反应制备羧基化聚苯乙烯的影响[J].化工学报,2005,56(7):1230-1235. 被引量:8
  • 2Kundu K, McCullagh J V, Morehead A T. Hydroacylation of 2-vinyl benzaldehyde systems: An efficient method for the synthesis of chiral 3-substituted indanones[J]. J. Am. Chem. Soc., 2005, 127 (46): 16042-16043.
  • 3Cui D M, Zhang C, Kawamura M, et al. Synthesis of 1-indanones by intramolecular Friedel-Crafts reaction of 3-arylpropionic acids catalyzed by Tb(OTf)3 [J]. Tetrahedron Lett., 2004,45 (8): 1741 - 1745.
  • 4Sheng R, Xu Y, Hu C, et al. Design, synthesis and AChE inhibitory activity of indanone and aurone derivatives[J]. Eur. d. Med Chem., 2009, 44 (1): 7-17.
  • 5Leoni L M, Hamel E, Genini D, et al. Indanocine, a microtubule-binding indanone and a selective inducer of apoptosis in multidrug-resistant cancer cells[J], d. Natl. Cancer lnst., 2000, 92 (3): 217-224.
  • 6Saxena H O, Faridi U, Srivastava S, et al. Gallic acid-based indanone derivatives as anticancer agents[J]. Bioorg. Med. Chem. Lett., 2008 18 (14): 3914-3918.
  • 7Ernst-Russell M A, Chai C L L, Wardlaw J H, et al. Euplectin and coneuplectin, new naphthopyrones from the lichen flavoparmelia euplecta[J].J. Nat. Prod., 2000, 63 (1): 129- 131. S.
  • 8enaiar R S, Teske J A, Young D D, et al. Synthesis ofindanones via solid-supported[2+2+2] cyclotrimerization[J]. J. Org. Chem., 2007, 72 (20): 7801-7804.
  • 9Catozzi N, Wasnaire P, Taylor R J K. An efficient 1,2,4-triazine-based route to the louisianin alkaloids[J].Tetrahedron Lett., 2008, 49 ( 18 ): 2865-2868.
  • 10Beukes D R, Davies-Coleman M T, Kelly-Borges M. et al. Dilemmaones A-C, unusual indole alkaloids from a mixed collection of south african sponges[J]. J. Nat. Prod, 1998, 61 (5): 699-701.

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