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微波促进下邪蒿素及其衍生物的合成 被引量:3

Microwave Synthesis of Seselin and its Derivatives
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摘要 以取代7-(1,1-二甲基-2-炔丙氧基)香豆素(4a~4h)为原料,经微波反应合成了8个邪蒿素类似物(1a~1h)。优化的微波合成条件为200℃、5~10min、以N-甲基甲酰胺(NMF)或N,N-二乙基苯胺(DEA)为溶剂。该微波反应具有反应完全(转化率>98%)、区域选择性高(角型/线型产物比为9:1)和产率明显高于传统的Claisen重排反应的优点。 Under microwave irradiation, eight seselin and related derivatives (1a- 1h) were synthesized from substituted 7-( 1', 1 '-dimethyl-2'-propargyl) oxycoumarin (4a- 4h) by Claisen rearrangement efficiendy with a higher yield range of 45% - 89% and a regioselectivity of 90%. The optimal reaction conditions are at 200℃ , 5 - 10min, N- methylformamide(NMF)or N, N-diethylaniline(DEA)as solvents.
出处 《化学通报》 CAS CSCD 北大核心 2009年第1期65-69,共5页 Chemistry
基金 北京市科委"针对重大疾病的创新药物研究"专项基金项目(D0204003041631)资助
关键词 邪蒿素 微波反应 Claisen重排反应 Seselin, Microwave reaction, Claisen rearrangement
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  • 1王卫国,李佩华,沈树宝,应汉杰,欧阳平凯.微波辅助固相合成胸腺五肽的研究[J].有机化学,2006,26(6):826-830. 被引量:11
  • 2Hui Bin Zhang Yu Shi Chi Wen Long Huang Shuai Jian Ni.Total synthesis of human urotension-Ⅱ by microwave-assisted solid phase method[J].Chinese Chemical Letters,2007,18(8):902-904. 被引量:1
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  • 7Li Huang,Yoshiki Kashiwada,L. Mark Cosentino,et al. Anti-AIDS agents 15. Synthesis and anti-HIV activity of dihydroseselins and related analogues [J]. J. Med. Chem.,1994,37:3947-3955.
  • 8D N Nicolaides, D R Gautam, K E Litinas, et al.Synthesis and evaluation of the antioxidant and anti-inflammatory activities of some benzo[l] khellactone derivatives and analogues[J]. Eur. J. Med. Chem., 2004, 39: 323-332.
  • 9Donglei Yu,Amold Brossi,Nicole Kilgore, et al. Anti-AIDS agents 15. Part 55:3' ,4' R-di-(O)-(-)camphanoyl-2' ,2' -dimethyl dihydropyranlo chromone(DCP) a novel anti- HIV agent [J]. Bioorganic & Medicinal Chemistry Letters, 2003,13:1575-1576.
  • 10Tuyen Nguye Van,Silvia Denedetti ,et al. Synthesis of coumarins by ring-closing metathesis using Grubbs' catalyst[J].TetrahedronLetters, 2003,44:4199-420 1.

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