Ultrasound-Accelerated Synthesis of Asymmetrical Thiosulfonate S-Esters by Base-Promoted Reaction of Sulfonyl Chlorides with Thiols

Hien Thi Pham, Ngoc-Lan Thi Nguyen, Fritz Duus, Thi Xuan Thi Luu

    Publikation: Bidrag til tidsskriftTidsskriftartikelForskningpeer review

    Resumé

    Amberlyst A-26, Mg-Al hydrotalcite, potassium fluoride absorbed on alumina, triethylamine and pyridine have been tested as base catalysts and reagents for the reaction of sulfonyl chlorides with thiols to prepare thiosulfonate S-esters. The reactions were performed under solvent-free conditions or with a minimum amount of solvent assisted by magnetic stirring, ultrasound irradiation and microwave irradiation. Ultrasound irradiation has good effects on the synthesis of sterically hindered thiosulfonate S-esters in solvent-free media as well as in a minimum amount of anhydrous diethyl ether.
    OriginalsprogEngelsk
    TidsskriftPhosphorus, Sulfur and Silicon and the Related Elements
    Vol/bind190
    Udgave nummer11
    Sider (fra-til)1934-1941
    ISSN1042-6507
    DOI
    StatusUdgivet - 2015

    Emneord

    • Thiosulfonates
    • thiols
    • sulfonyl chlorides
    • triethylamine
    • ultrasound irradiation

    Citer dette

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    title = "Ultrasound-Accelerated Synthesis of Asymmetrical Thiosulfonate S-Esters by Base-Promoted Reaction of Sulfonyl Chlorides with Thiols",
    abstract = "Amberlyst A-26, Mg-Al hydrotalcite, potassium fluoride absorbed on alumina, triethylamine and pyridine have been tested as base catalysts and reagents for the reaction of sulfonyl chlorides with thiols to prepare thiosulfonate S-esters. The reactions were performed under solvent-free conditions or with a minimum amount of solvent assisted by magnetic stirring, ultrasound irradiation and microwave irradiation. Ultrasound irradiation has good effects on the synthesis of sterically hindered thiosulfonate S-esters in solvent-free media as well as in a minimum amount of anhydrous diethyl ether.",
    keywords = "Thiosulfonates, thiols, sulfonyl chlorides, triethylamine, ultrasound irradiation",
    author = "Pham, {Hien Thi} and Nguyen, {Ngoc-Lan Thi} and Fritz Duus and Luu, {Thi Xuan Thi}",
    year = "2015",
    doi = "10.1080/10426507.2015.1034313",
    language = "English",
    volume = "190",
    pages = "1934--1941",
    journal = "Phosphorus, Sulfur and Silicon and the Related Elements",
    issn = "1042-6507",
    publisher = "Taylor & Francis Inc.",
    number = "11",

    }

    Ultrasound-Accelerated Synthesis of Asymmetrical Thiosulfonate S-Esters by Base-Promoted Reaction of Sulfonyl Chlorides with Thiols. / Pham, Hien Thi; Nguyen, Ngoc-Lan Thi; Duus, Fritz; Luu, Thi Xuan Thi.

    I: Phosphorus, Sulfur and Silicon and the Related Elements, Bind 190, Nr. 11, 2015, s. 1934-1941.

    Publikation: Bidrag til tidsskriftTidsskriftartikelForskningpeer review

    TY - JOUR

    T1 - Ultrasound-Accelerated Synthesis of Asymmetrical Thiosulfonate S-Esters by Base-Promoted Reaction of Sulfonyl Chlorides with Thiols

    AU - Pham, Hien Thi

    AU - Nguyen, Ngoc-Lan Thi

    AU - Duus, Fritz

    AU - Luu, Thi Xuan Thi

    PY - 2015

    Y1 - 2015

    N2 - Amberlyst A-26, Mg-Al hydrotalcite, potassium fluoride absorbed on alumina, triethylamine and pyridine have been tested as base catalysts and reagents for the reaction of sulfonyl chlorides with thiols to prepare thiosulfonate S-esters. The reactions were performed under solvent-free conditions or with a minimum amount of solvent assisted by magnetic stirring, ultrasound irradiation and microwave irradiation. Ultrasound irradiation has good effects on the synthesis of sterically hindered thiosulfonate S-esters in solvent-free media as well as in a minimum amount of anhydrous diethyl ether.

    AB - Amberlyst A-26, Mg-Al hydrotalcite, potassium fluoride absorbed on alumina, triethylamine and pyridine have been tested as base catalysts and reagents for the reaction of sulfonyl chlorides with thiols to prepare thiosulfonate S-esters. The reactions were performed under solvent-free conditions or with a minimum amount of solvent assisted by magnetic stirring, ultrasound irradiation and microwave irradiation. Ultrasound irradiation has good effects on the synthesis of sterically hindered thiosulfonate S-esters in solvent-free media as well as in a minimum amount of anhydrous diethyl ether.

    KW - Thiosulfonates

    KW - thiols

    KW - sulfonyl chlorides

    KW - triethylamine

    KW - ultrasound irradiation

    U2 - 10.1080/10426507.2015.1034313

    DO - 10.1080/10426507.2015.1034313

    M3 - Journal article

    VL - 190

    SP - 1934

    EP - 1941

    JO - Phosphorus, Sulfur and Silicon and the Related Elements

    JF - Phosphorus, Sulfur and Silicon and the Related Elements

    SN - 1042-6507

    IS - 11

    ER -