化学
四氟硼酸盐
氟
有机化学
吡啶
芳基
氟化氢
盐(化学)
卤化
表面改性
亲核芳香族取代
组合化学
亲核取代
离子液体
催化作用
烷基
物理化学
作者
Satenik Mkrtchyan,Oleksandr Shalimov,Vishal B. Purohit,Jiří Zapletal,Vaibhav D. Prajapati,Ronak V. Prajapati,Dhanasekar Elumalai,Michael G. Garcia,Juraj Filo,Gabriela Addová,Barbora Benická,Viktor O. Iaroshenko
标识
DOI:10.1002/adsc.202400303
摘要
Abstract The development of an efficient alternative to the widely employed Balz‐Schiemann deaminative fluorination method (i. e. without using aryl diazonium tetrafluoroborate salt) is a challenging task. Herein, we report a convenient one‐pot method for the FeCl 3 ‐nanocellullose mediated mechanochemical synthesis of fluoroarenes through the selective substitution of an aromatic amino group by fluorine group using pyrylium tetrafluoroborate (Pyry‐BF 4 ) and sodium fluoride (NaF) via in situ formation of pyridinium salt intermediate. The scope of the present protocol includes synthesis of thirty‐four organofluorine compounds with excellent yields via a selective substitution (S N Ar) of an amino group by fluorine. The presented concise methodology opens a pathway to access new chemical spaces for the late‐stage functionalization in pharmaceutical industries.
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