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  1. Article: Synthesis and transformations of pyrrolo[1,2-a][1,3,5]-triazines

    Verhoeven, Jonas / B. Narendraprasad Reddy / Lieven Meerpoel / Jan Willem Thuring / Guido Verniest

    Tetrahedron letters. 2018 Dec. 26, v. 59, no. 52

    2018  

    Abstract: Pyrrolotriazines and related fused azaheterocycles have high potential for the synthesis of bioactive compounds, especially as a purine base isoster in carbon linked nucleosides. Although many structurally related compounds have already been synthesized ... ...

    Abstract Pyrrolotriazines and related fused azaheterocycles have high potential for the synthesis of bioactive compounds, especially as a purine base isoster in carbon linked nucleosides. Although many structurally related compounds have already been synthesized and used in medicinal chemistry, pyrrolo[1,3,5]triazines have barely been described. The present work describes the synthesis of such heterocycles via condensation of 2-amino-3-ethoxycarbonylpyrrole with ethoxycarbonyliso(thio)cyanate. In a brief reactivity study of the obtained fused pyrroles, O- and S-alkylation, ester hydrolysis as well as regioselective bromination at the 6-position was demonstrated.
    Keywords alkylation ; bioactive compounds ; bromination ; carbon ; chemical structure ; cyanates ; hydrolysis ; nucleosides ; purines ; pyrroles ; regioselectivity ; triazines
    Language English
    Dates of publication 2018-1226
    Size p. 4537-4539.
    Publishing place Elsevier Ltd
    Document type Article
    ZDB-ID 204287-3
    ISSN 1873-3581 ; 0040-4039
    ISSN (online) 1873-3581
    ISSN 0040-4039
    DOI 10.1016/j.tetlet.2018.11.002
    Database NAL-Catalogue (AGRICOLA)

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    In stock of ZB MED Cologne/Königswinter

    Zs.A 2837: Show issues Location:
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  2. Article ; Online: Conazoles

    Jan Heeres / Lieven Meerpoel / Paul Lewi

    Molecules, Vol 15, Iss 6, Pp 4129-

    2010  Volume 4188

    Abstract: This review provides a historical overview of the analog based drug discovery of miconazole and its congeners, and is focused on marketed azole antifungals bearing the generic suffix “conazole”. The antifungal activity of miconazole, one of the first ... ...

    Abstract This review provides a historical overview of the analog based drug discovery of miconazole and its congeners, and is focused on marketed azole antifungals bearing the generic suffix “conazole”. The antifungal activity of miconazole, one of the first broad-spectrum antimycotic agents has been mainly restricted to topical applications. The attractive in vitro antifungal spectrum was a starting point to design more potent and especially orally active antifungal agents such as ketoconazole, itraconazole, posaconazole, fluconazole and voriconazole. The chemistry, in vitro and in vivo antifungal activity, pharmacology, and clinical applications of these marketed conazoles has been described.
    Keywords miconazole ; ketoconazole ; itraconazole ; posaconazole ; fluconazole ; voriconazole ; antifungal ; Organic chemistry ; QD241-441
    Language English
    Publishing date 2010-06-01T00:00:00Z
    Publisher MDPI AG
    Document type Article ; Online
    Database BASE - Bielefeld Academic Search Engine (life sciences selection)

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  3. Article: Minisci-Photoredox-Mediated α-Heteroarylation of N-Protected Secondary Amines: Remarkable Selectivity of Azetidines

    Bosset, Cyril / Ann Vos / Cyril Henry / Didier Berthelot / Elisabeth Pasquier / Guillaume Bretel / Hélène Beucher / James P. Edwards / Laurence Queguiner / Lieven Meerpoel

    Organic letters. 2018 Sept. 25, v. 20, no. 19

    2018  

    Abstract: The development of a general, mild, and functional-group-tolerant direct functionalization of N-heteroarenes by C–H functionalization with N-protected amines, including azetidines under Minisci-mediated photoredox conditions, is reported. A broad scope ... ...

    Abstract The development of a general, mild, and functional-group-tolerant direct functionalization of N-heteroarenes by C–H functionalization with N-protected amines, including azetidines under Minisci-mediated photoredox conditions, is reported. A broad scope of substituted azetidines, including spirocyclic derivatives, and heterocycles were explored. This reaction enables the production of sp3-rich complex druglike structures in one step from unactivated feedstock amines and heterocycles.
    Keywords carbon-hydrogen bond activation ; chemical structure ; feedstocks ; redox reactions ; secondary amines
    Language English
    Dates of publication 2018-0925
    Size p. 6003-6006.
    Publishing place American Chemical Society
    Document type Article
    ISSN 1523-7052
    DOI 10.1021/acs.orglett.8b00991
    Database NAL-Catalogue (AGRICOLA)

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  4. Article: Triphenylphosphine: a catalyst for the synthesis of C-aryl furanosides from furanosyl halides

    Nicolas, Lionel / Ian Stansfield / Janine Cossy / Lieven Meerpoel / Patrick Angibaud / Sébastien Reymond

    Tetrahedron letters. 2014 Jan. 22, v. 55

    2014  

    Abstract: An array of C-aryl furanosides was prepared in good yields from furanosyl halides and aryl Grignard reagents in Et2O using PPh3 as a catalyst. ...

    Abstract An array of C-aryl furanosides was prepared in good yields from furanosyl halides and aryl Grignard reagents in Et2O using PPh3 as a catalyst.
    Keywords catalysts ; chemical reactions ; chemical structure ; halides ; organic compounds
    Language English
    Dates of publication 2014-0122
    Size p. 849-852.
    Publishing place Elsevier Ltd
    Document type Article
    ZDB-ID 204287-3
    ISSN 1873-3581 ; 0040-4039
    ISSN (online) 1873-3581
    ISSN 0040-4039
    DOI 10.1016/j.tetlet.2013.12.035
    Database NAL-Catalogue (AGRICOLA)

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    In stock of ZB MED Cologne/Königswinter

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