Department of Chemistry and Pharmacy, Pharmaceutical Chemistry, Friedrich-Alexander-Universität Erlangen-Nürnberg, Nikolaus-Fiebiger-Str. 10, 91058, Erlangen, Germany.
Chemistry. 2021 Mar 22;27(17):5417-5421. doi: 10.1002/chem.202100187. Epub 2021 Feb 24.
As a novel Sanger-type reagent, 2-fluoro-5-nitrophenyldiazonium tetrafluoroborate enabled the versatile functionalization of primary and secondary aliphatic alcohols. Based on a mild nucleophilic aromatic substitution of the fluorine atom under unprecedented, base-free conditions, the diazonium unit on the aromatic core of the resulting aryl-alkyl ether could be employed for such diverse transformations as radical C-H activation and cyclization, as well as palladium catalyzed cross-coupling reactions.
作为一种新型的 Sanger 型试剂，2-氟-5-硝基苯重氮四氟硼酸盐能够实现伯醇和仲醇的多功能化。在前所未有的无碱条件下，基于氟原子的温和亲核芳香取代反应，所得芳基-烷基醚的芳核上的重氮单元可用于多种转化，如自由基 C-H 活化和环化，以及钯催化的交叉偶联反应。
