Micro Flow Chemistry and Synthetic Methodology, Department of Chemical Engineering and Chemistry , Eindhoven University of Technology , Het Kranenveld, Bldg 14 - Helix , 5600 MB Eindhoven , The Netherlands.
Departamento de Química , Universidade Federal de São Carlos , São Carlos , São Paulo 13565-905 , Brazil.
J Am Chem Soc. 2019 Jul 31;141(30):11832-11836. doi: 10.1021/jacs.9b06126. Epub 2019 Jul 17.
Sulfonyl fluorides are valuable synthetic motifs for a variety of applications, among which sulfur(VI) fluoride exchange-based "click chemistry" is currently the most prominent. Consequently, the development of novel and efficient synthetic methods to access these functional groups is of great interest. Herein, we report a mild and environmentally benign electrochemical approach to prepare sulfonyl fluorides using thiols or disulfides, as widely available starting materials, in combination with KF, as an inexpensive, abundant and safe fluoride source. No additional oxidants nor additional catalysts are required and, due to mild reaction conditions, the reaction displays a broad substrate scope, including a variety of alkyl, benzyl, aryl and heteroaryl thiols or disulfides.
磺酰氟是一种具有多种应用价值的合成基序，其中基于硫（VI）氟交换的“点击化学”目前最为突出。因此，开发新型且高效的合成方法来获得这些官能团具有重要意义。在此，我们报告了一种温和且环保的电化学方法，使用硫醇或二硫醚作为广泛可用的起始原料，与 KF 一起制备磺酰氟，KF 是一种廉价、丰富且安全的氟源。不需要额外的氧化剂或催化剂，并且由于反应条件温和，该反应具有广泛的底物范围，包括各种烷基、苄基、芳基和杂芳基硫醇或二硫醚。
Zotero 插件
