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  1. Article: Synthesis of Thiazole-fused Tricyclic Quinazolinone Alkaloids and Their Derivatives

    Broudic, Nathan / Layec, Corentin / Fruit, Corinne / Besson, Thierry

    Synthesis

    2024  Volume 56, Issue 09, Page(s) 1485–1497

    Abstract: The synthesis of thiazole-fused derivatives of tricyclic quinazolinones hitherto undescribed was successfully achieved by replacing anthranilic acid or its derivatives by isomeric polyfunctionalized benzothiazole analogues of anthranilic methyl esters. ... ...

    Abstract The synthesis of thiazole-fused derivatives of tricyclic quinazolinones hitherto undescribed was successfully achieved by replacing anthranilic acid or its derivatives by isomeric polyfunctionalized benzothiazole analogues of anthranilic methyl esters. Some of the new heterocyclic systems are inspired by natural alkaloids such as mackinazolinone, deoxyvasicinone, and isaindigotone, showing interesting biological properties. The microwave-assisted method developed is a variant of the Niementowski reaction and was also applied to the synthesis of ring-extended rutaecarpine derivatives.
    Keywords 2,3-fused quinazolinones ; mackinazolinone ; deoxyvasicinone ; isaindigotone ; rutaecarpine ; 2-cyanobenzothiazole ; benzothiazole ; Niementowski reaction
    Language English
    Publishing date 2024-01-11
    Publisher Georg Thieme Verlag KG
    Publishing place Stuttgart ; New York
    Document type Article
    ZDB-ID 2033062-5
    ISSN 1437-210X ; 0039-7881
    ISSN (online) 1437-210X
    ISSN 0039-7881
    DOI 10.1055/a-2243-4727
    Database Thieme publisher's database

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  2. Article: Recent Advances in Transition-Metal-Free Late-Stage C-H and N-H Arylation of Heteroarenes Using Diaryliodonium Salts.

    Besson, Thierry / Fruit, Corinne

    Pharmaceuticals (Basel, Switzerland)

    2021  Volume 14, Issue 7

    Abstract: Transition-metal-free direct arylation of C-H or N-H bonds is one of the key emerging methodologies that is currently attracting tremendous attention. Diaryliodonium salts serve as a stepping stone on the way to alternative environmentally friendly and ... ...

    Abstract Transition-metal-free direct arylation of C-H or N-H bonds is one of the key emerging methodologies that is currently attracting tremendous attention. Diaryliodonium salts serve as a stepping stone on the way to alternative environmentally friendly and straightforward pathways for the construction of C-C and C-heteroatom bonds. In this review, we emphasize the recent synthetic advances of late-stage C(sp2)-N and C(sp2)-C(sp2) bond-forming reactions under metal-free conditions using diaryliodonium salts as arylating reagent and its applications to the synthesis of new arylated bioactive heterocyclic compounds.
    Language English
    Publishing date 2021-07-11
    Publishing country Switzerland
    Document type Journal Article ; Review
    ZDB-ID 2193542-7
    ISSN 1424-8247
    ISSN 1424-8247
    DOI 10.3390/ph14070661
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article ; Online: ORGANIC CHEMISTRY. Three catalysts for activating carbon-hydrogen bonds.

    Fruit, Corinne

    Science (New York, N.Y.)

    2016  Volume 352, Issue 6291, Page(s) 1277–1278

    Language English
    Publishing date 2016-06-10
    Publishing country United States
    Document type Comment ; Journal Article
    ZDB-ID 128410-1
    ISSN 1095-9203 ; 0036-8075
    ISSN (online) 1095-9203
    ISSN 0036-8075
    DOI 10.1126/science.aaf8923
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

    Zs.A 27: Show issues Location:
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    Jg. 1995 - 2021: Lesesall (1.OG)
    ab Jg. 2022: Lesesaal (EG)
    Zs.MG 77: Show issues

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  4. Article ; Online: Synthesis of 2-Cyanobenzothiazoles via Pd-Catalyzed/Cu-Assisted C-H Functionalization/Intramolecular C-S Bond Formation from

    Broudic, Nathan / Pacheco-Benichou, Alexandra / Fruit, Corinne / Besson, Thierry

    Molecules (Basel, Switzerland)

    2022  Volume 27, Issue 23

    Abstract: We report herein on a catalytic system involving palladium and copper to achieve the cyclization ... ...

    Abstract We report herein on a catalytic system involving palladium and copper to achieve the cyclization of
    Language English
    Publishing date 2022-12-01
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 1413402-0
    ISSN 1420-3049 ; 1431-5165 ; 1420-3049
    ISSN (online) 1420-3049
    ISSN 1431-5165 ; 1420-3049
    DOI 10.3390/molecules27238426
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

    Zs.MO 81: Show issues

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  5. Article ; Online: Microwave-Assisted Sequential One-Pot Synthesis of 8-Substituted Pyrazolo[1,5-

    Elie, Jonathan / Fruit, Corinne / Besson, Thierry

    Molecules (Basel, Switzerland)

    2021  Volume 26, Issue 12

    Abstract: This paper reports a convenient sequential one-pot approach for the synthesis of an array of 14 pyrazolo[1,5- ...

    Abstract This paper reports a convenient sequential one-pot approach for the synthesis of an array of 14 pyrazolo[1,5-
    Language English
    Publishing date 2021-06-10
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 1413402-0
    ISSN 1420-3049 ; 1431-5165 ; 1420-3049
    ISSN (online) 1420-3049
    ISSN 1431-5165 ; 1420-3049
    DOI 10.3390/molecules26123540
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

    Zs.MO 81: Show issues

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  6. Article: Synthesis of Trifunctional Thiazole-Fused Anthranilonitrile and Anthranilic Acid Derivatives

    Broudic, Nathan / Pacheco-Benichou, Alexandra / Fruit, Corinne / Besson, Thierry

    Synthesis

    2023  Volume 55, Issue 20, Page(s) 3263–3271

    Abstract: The synthesis of trifunctional isomeric benzothiazoles derived from nitroanthranilic acids and their corresponding anthranilonitrile analogues is studied. Compared to previous work, the reaction sequence affords convenient access to hitherto undescribed ... ...

    Abstract The synthesis of trifunctional isomeric benzothiazoles derived from nitroanthranilic acids and their corresponding anthranilonitrile analogues is studied. Compared to previous work, the reaction sequence affords convenient access to hitherto undescribed 2-cyanobenzothiazoles. For further synthetic applications of these polyfunctional compounds, a hydrolysis–decarboxylation sequence is performed in an acidic medium (HCl or HBr), leading to an enlarged array of relevant building blocks.
    Keywords -arylcyanothioformamides ; 4,5-dichloro-1,2,3-dithiazolium chloride ; -arylimino-1,2,3-dithiazoles ; 2-cyanobenzothiazoles ; anthranilic acid ; anthranilonitrile ; intramolecular C–S bond formation ; decyanation
    Language English
    Publishing date 2023-05-04
    Publisher Georg Thieme Verlag KG
    Publishing place Stuttgart ; New York
    Document type Article
    ZDB-ID 2033062-5
    ISSN 1437-210X ; 0039-7881
    ISSN (online) 1437-210X
    ISSN 0039-7881
    DOI 10.1055/a-2086-3015
    Database Thieme publisher's database

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  7. Article: Synthesis of Fluoroalkyl Sulfides via Additive-Free Hydrothiolation and Sequential Functionalization Reactions

    Sunagawa, Denise E. / Ishida, Naoyoshi / Iwamoto, Hiroaki / Ohashi, Masato / Fruit, Corinne / Ogoshi, Sensuke

    Journal of organic chemistry. 2021 Mar. 29, v. 86, no. 8

    2021  

    Abstract: A modular synthetic method, involving a hydrothiolation, silylation, and fluoroalkylation, for the construction of highly functionalized fluoroalkyl sulfides has been developed. The use of aprotic polar solvents enables the additive-free chemoselective ... ...

    Abstract A modular synthetic method, involving a hydrothiolation, silylation, and fluoroalkylation, for the construction of highly functionalized fluoroalkyl sulfides has been developed. The use of aprotic polar solvents enables the additive-free chemoselective hydrothiolation of tetrafluoroethylene, trifluorochloroethylene, and hexafluoropropene with various thiols. The stepwise functionalization reactions convert the hydrothiolated intermediates into the tetrafluoroethyl sulfides in high efficiency. The method avoids the use of the environmental pollutant Halon-2402, which was employed as a building block in a reported synthetic route.
    Keywords chemoselectivity ; organic chemistry ; pollutants ; silylation ; thiols
    Language English
    Dates of publication 2021-0329
    Size p. 6015-6024.
    Publishing place American Chemical Society
    Document type Article
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.1c00361
    Database NAL-Catalogue (AGRICOLA)

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    In stock of ZB MED Bonn / Germany

    Z 4' 49/42: Show issues
    Z 7.1: Show issues

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  8. Article: Photocatalyst-Free, Visible-Light-Mediated C–H Perfluoroalkylation of Quinazolin-4(3H)-ones with perfluoroalkyl Iodides

    Delouche, Thomas / Gadiry-Diallo, Abdoul / Besson, Thierry / Ogoshi, Sensuke / Fruit, Corinne

    Synthesis

    2023  Volume 55, Issue 21, Page(s) 3670–3684

    Abstract: A practical and sustainable photocatalyst-free protocol for photoinduced synthesis of perfluoroalkylated quinazolin-4(3 H )-ones is described starting from quinazolin-4(3 H )-ones. A wide range of substituted or fused-quinazolinones is found to be ... ...

    Abstract A practical and sustainable photocatalyst-free protocol for photoinduced synthesis of perfluoroalkylated quinazolin-4(3 H )-ones is described starting from quinazolin-4(3 H )-ones. A wide range of substituted or fused-quinazolinones is found to be compatible, providing the corresponding mono- and bis-perfluoroalkylated compounds in moderate yields. This visible-light-mediated C–H perfluoroalkylation allows an environmentally friendly and straightforward access to an array of unprecedented functionalized quinazolinone scaffolds, presenting attractive features for drug discovery. Control experiments demonstrated that a radical mechanism is involved in the reaction mechanism.
    Keywords visible light ; perfluoroalkylation ; quinazolin-4(3 ; )-ones ; thiazoloquinazolinone ; C–H functionalization ; metal-free
    Language English
    Publishing date 2023-03-14
    Publisher Georg Thieme Verlag KG
    Publishing place Stuttgart ; New York
    Document type Article
    ZDB-ID 2033062-5
    ISSN 1437-210X ; 0039-7881
    ISSN (online) 1437-210X
    ISSN 0039-7881
    DOI 10.1055/a-2054-0482
    Database Thieme publisher's database

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  9. Article ; Online: Synthesis of Fluoroalkyl Sulfides via Additive-Free Hydrothiolation and Sequential Functionalization Reactions.

    Sunagawa, Denise E / Ishida, Naoyoshi / Iwamoto, Hiroaki / Ohashi, Masato / Fruit, Corinne / Ogoshi, Sensuke

    The Journal of organic chemistry

    2021  Volume 86, Issue 8, Page(s) 6015–6024

    Abstract: A modular synthetic method, involving a hydrothiolation, silylation, and fluoroalkylation, for the construction of highly functionalized fluoroalkyl sulfides has been developed. The use of aprotic polar solvents enables the additive-free chemoselective ... ...

    Abstract A modular synthetic method, involving a hydrothiolation, silylation, and fluoroalkylation, for the construction of highly functionalized fluoroalkyl sulfides has been developed. The use of aprotic polar solvents enables the additive-free chemoselective hydrothiolation of tetrafluoroethylene, trifluorochloroethylene, and hexafluoropropene with various thiols. The stepwise functionalization reactions convert the hydrothiolated intermediates into the tetrafluoroethyl sulfides in high efficiency. The method avoids the use of the environmental pollutant Halon-2402, which was employed as a building block in a reported synthetic route.
    Language English
    Publishing date 2021-03-29
    Publishing country United States
    Document type Journal Article
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.1c00361
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

    Zs.A 4473: Show issues Location:
    Je nach Verfügbarkeit (siehe Angabe bei Bestand)
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    Jg. 1995 - 2021: Lesesall (2.OG)
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  10. Article: Microwave-Assisted Synthesis of Potential Bioactive Benzo-, Pyrido- or Pyrazino-thieno[3,2-

    Loidreau, Yvonnick / Nourrisson, Marie-Renée / Fruit, Corinne / Corbière, Cécile / Marchand, Pascal / Besson, Thierry

    Pharmaceuticals (Basel, Switzerland)

    2020  Volume 13, Issue 9

    Abstract: Efficient microwave-assisted chemical processes were applied to the synthesis of an array of ... ...

    Abstract Efficient microwave-assisted chemical processes were applied to the synthesis of an array of novel
    Language English
    Publishing date 2020-08-19
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 2193542-7
    ISSN 1424-8247
    ISSN 1424-8247
    DOI 10.3390/ph13090202
    Database MEDical Literature Analysis and Retrieval System OnLINE

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