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المؤلفJakubczyk, Michał
المؤلفMkrtchyan, Satenik
المؤلفShkoor, Mohanad
المؤلفLanka, Suneel
المؤلفBudzák, Šimon
المؤلفIliaš, Miroslav
المؤلفSkoršepa, Marek
المؤلفIaroshenko, Viktor O.
تاريخ الإتاحة2022-08-16T05:30:27Z
تاريخ النشر2022-06-15
اسم المنشورJournal of the American Chemical Society
المعرّفhttp://dx.doi.org/10.1021/jacs.2c02611
الاقتباسJ. Am. Chem. Soc. 2022, 144, 23, 10438–10445
الرقم المعياري الدولي للكتاب00027863
معرّف المصادر الموحدhttps://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85132016873&origin=inward
معرّف المصادر الموحدhttp://hdl.handle.net/10576/33094
الملخصIncreased interest in the trifluoromethoxy group in organic synthesis and medicinal chemistry has induced a demand for new, selective, general, and faster methods applicable to natural products and highly functionalized compounds at a later stage of hit-to-lead campaigns. Applying pyrylium tetrafluoroborate, we have developed a mechanochemical protocol to selectively substitute the aromatic amino group with the OCF3functionality. The scope of our method includes 31 examples of ring-substituted anilines, including amides and sulfonamides. Expected SNAr products were obtained in excellent yields. The presented concise method opens a pathway to new chemical spaces for the pharmaceutical industry.
راعي المشروعThis research is supported by a grant from National Science Centre (NSC) Poland within the framework of the European Union’s Horizon 2020 research and innovation program under the Marie Skłodowska-Curie Grant 665778 (POLONEZ 2 Grant, no. 2016/21/P/ST5/00630). The computational part of this work was supported by the Slovak Research and Development Agency and the Scientific Grant Agency through VEGA 1/0562/20 and APVV-20-0098, respectively.
اللغةen
الناشرAmerican Chemical Society
الموضوعAromatic compounds
Cations
Reagents
Salts
Substitution reactions
العنوانMechanochemical Conversion of Aromatic Amines to Aryl Trifluoromethyl Ethers
النوعArticle
الصفحات10438-10445
رقم العدد23
رقم المجلد144
ESSN1520-5126
dc.accessType Open Access


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