Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470, Mülheim an der Ruhr, Germany.
Angew Chem Int Ed Engl. 2022 Jun 7;61(23):e202200904. doi: 10.1002/anie.202200904. Epub 2022 Apr 27.
(Hetero)arylsulfur compounds where the S atom is in the oxidation state VI represent a large percentage of the molecular functionalities present in organic chemistry. More specifically, (hetero)aryl-S fluorides have recently received enormous attention because of their potential as chemical biology probes, as a result of their reactivity in a simple, modular, and efficient manner. Whereas the synthesis and application of the level 1 fluorination at S atoms (sulfonyl and sulfonimidoyl fluorides) have been widely studied and reviewed, the synthetic strategies towards higher levels of fluorination (levels 2 to 5) are somewhat more limited. This Minireview evaluates and summarizes the progress in the synthesis of highly fluorinated aryl-S compounds at all levels, discussing synthetic strategies, reactivity, the advantages and disadvantages of the synthetic procedures, the proposed mechanisms, and the potential upcoming opportunities.
（杂）芳基硫化合物中 S 原子处于 VI 氧化态，代表了有机化学中存在的大量分子官能团。更具体地说，（杂）芳基-S 氟化物因其在简单、模块化和高效的方式下表现出的反应性，作为化学生物学探针而受到了极大的关注。尽管 S 原子（砜基和磺酰亚胺基氟化物）的 1 级氟化的合成和应用已经得到了广泛的研究和综述，但向更高水平的氟化（2 级至 5 级）的合成策略则有些限制。这篇迷你综述评估并总结了所有级别高氟化芳基-S 化合物的合成进展，讨论了合成策略、反应性、合成程序的优缺点、提出的机制以及潜在的未来机遇。
