CAS: 704-41-6; 1-Ethynyl-2-(Trifluoromethyl)Benzene

该化合物是一种专门的有机化合物,在正弦位置上以三氟甲基组取代一个苯环,并有一个乙炔功能组,这种结构具有独特的回活动性,在Sonogashira连接等交叉反应中具有价值,并作为制药和农用化学合成的一个构件.三氟甲基组增强了脂性性和代谢稳定性,而乙炔会允许进一步的功能化.在标准条件下,它的高纯度和稳定性确保了合成应用的可靠性能.这种复合对于发展氟芳香系统特别有用,因为其电子和分子特性至关重要.

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合成工艺路线路线简述

    📜邻溴三氟甲苯置于正丁基锂体系中,用 乙醚 作为反应溶剂,化学反应 2.4H,反应生成 2-乙炔基-α,α,α-三氟甲苯
    参考文献:Preparation Of Fluorine-Containing Phenylacetylenes By The Method Of Introduction Of The Ethynyl Group Using 1,1-Dichloro-2,2-Difluoroethene
    标题:Preparation Of Fluorine-Containing Phenylacetylenes By The Method Of Introduction Of The Ethynyl Group Using 1,1-Dichloro-2,2-Difluoroethene
    摘要:具有氟或三氟甲基取代基的苯乙炔(arc≡ch)(邻,间,对位氟;邻,间,对位cf3;2,4-,2,5-,2,6-,3,5-双(Cf3)2)已通过溴苯(arbr)和苯(arh)与1,1-二氯-2,2-二氟乙烯(1)的两步路线制备得到:Arli或armgbr->arcf=ccl2->arc≡cli.在-70oc下仔细处理时,邻氟苯基锂以非常好产率反应生成邻fc6H4Cf=ccl2,同时伴随苯炔衍生的产物,如邻(邻fc6H4)C6H4Cf=ccl2.在0oc下对间双(三氟甲基)苯进行9小时(24小时)的锂化,随后用溴处理,分别以35(38)%,31(36)%和8(6)%的收率获得产物1-溴-2,4-,2,6-和3,5-双(三氟甲基)苯.
    DOI:10.1246/bcsj.61.1625

    海关参考信息

    专利信息


    专利号:US-8697862-B2
    优先权日:2008-05-16
    标题 :Synthesis of galactoside inhibitors
    发明人:NILSSON ULF
    权利人:NILSSON ULF; GALECTO BIOTECH AB
    摘要:Novel synthesis routes for preparation of thiodigalactosides and intermediates are presented. The method includes the use of a 3-azido-galactosyl thiouronium salt derivative, which is activated to the corresponding thiol in situ, which in turn is directly reacted with a 3-azido-galactosyl bromide resulting in the 3,3′-di-azido-thio-di-galactoside before the thiol has a chance to reduce the azido 10 group. Hence, in situ formation of the 3-azido-galactosyl thiol from the thiouronium salt is essential in the synthesis procedure, because any other method that generate the thiol separately results in extensive unwanted azide reduction.

    专利号:US-9284336-B1
    优先权日:2014-08-21
    标题 :Synthesis of 4-(pentafluorosulfanyl)benzenediazonium tetrafluoroborate and analogs
    发明人:LAALI KENNETH K
    权利人:LAALI KENNETH K; UNIV NORTH FLORIDA
    摘要:4-(pentafluorosulfanyl)benzenediazonium tetrafluoroborate salt was synthesized and isolated. The pentafluorosulfanyl salt was examined in a wide assortment of reactions to form novel SF 5 -bearing alkenes, alkynes, and biaryl derivatives using Heck-Matsuda, Sonogashira, and Suzuki coupling protocols. Dediazoniation of the salt furnished the corresponding p-SF 5 —C 6 H 4 X, C 6 H 4 OS(O)(CF 3 )â•?NSO 2 CF 3 , and p-SF 5 —C 6 H 4 —NTf 2 derivatives. The azide derivative p-SF 5 —C 6 H 4 N 3 entered into click chemistry with phenylacetylenes to furnish the corresponding triazoles. Various SF 5 -bearing alkenes were synthesized by coupling reactions using a metal catalyst. Fluorodediazoniation selectively furnished the fluoro derivative p-SF 5 —C 6 H 4 F. Homolytic dediazoniation gave the unsymmetrical biaryls, thus demonstrating the broad utility of pentafluorosulfanyl diazonium salts as building blocks of SF5-aromatics that are in high demand in many branches of chemistry including biomedicine and materials chemistry.

    专利号:US-6121495-A
    优先权日:1995-09-12
    标题:Ethynyl substituted aromatic compounds, synthesis, polymers and uses thereof
    发明人:BABB DAVID A; SMITH JR DENNIS W; MARTIN STEVEN J; GODSCHALX JAMES P
    权利人:DOW CHEMICAL CO
    摘要:Compounds of ethynyl aromatic compounds form polymers which have high thermal stability. The monomers are useful for coating a wide variety of substances such as dielectric coatings where high thermal resistance is desirable including electronic components such as computer chips.

    专利号:WO-2009139719-A9
    优先权日:2008-05-16
    标 题 :Novel synthesis of galactoside inhibitors

    专利号:US-2011130553-A1
    优先权日:2008-05-16
    标题 :Novel synthesis of galactoside inhibitors

    专利号:US-2014011765-A1
    优先权日:2008-05-16
    标题:Novel synthesis of galactoside inhibitors

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    ✅ COA系统入驻 | 共享模式

    主要参考文献

    [参考文献]: Emma Van Dijkum, Et Al. Synthesis Of Glucose Derivatives Modified At The 4-Oh As Potential Chain-Terminators Of Cellulose Biosynthesis; Herbicidal Activity Of Simple Monosaccharide Derivatives. Org Biomol Chem. 2009 Mar 21;7(6):1097-105.

    合成参考文献


    摘要:Masuda, T.; Shiotsuki, M.; Sanda, F., Science of Synthesis, (2010) 45, 1423.
    摘要:Delvos, L. B.; Oestreich, M., Science of Synthesis Knowledge Updates, (2017) 1, 86.
    摘要:Petersen, A. U.; Brøndsted Nielsen, M., Science of Synthesis Knowledge Updates, (2014) 3, 389.
    摘要:Bartels, F.; Zimmer, R.; Christmann, M., Science of Synthesis Knowledge Updates, (2017) 3, 288.
    摘要:Tian, T.; Li, Z., Science of Synthesis Knowledge Updates, (2020) 2, 406.
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