%0 Journal Article
%A Bertram, Jan
%A Neumaier, Felix
%A Zlatopolskiy, Boris
%A Neumaier, Bernd
%T Desmethyl SuFEx-IT: SO2F2 - Free Synthesis and Evaluation as a Fluorosulfurylating Agent
%J The journal of organic chemistry
%V 89
%N 6
%@ 0022-3263
%C [Erscheinungsort nicht ermittelbar]
%I American Chemical Society
%M FZJ-2024-01796
%P 3821-3833
%D 2024
%X Access to SuFExable compounds was remarkably simplified by introduction of the solid FO2S-donor SuFEx-IT. However, the published process for preparation of this reagent relies on the use of sulfuryl fluoride (SO2F2), which is difficult to obtain and highly toxic. Herein, we disclose a simple protocol for SO2F2-free, hectogram-scale preparation of the analogous desmethyl SuFEx-IT from inexpensive starting materials. The reagent was prepared in a high (85%) total yield and without chromatographic purification steps. In addition, we demonstrate the utility of desmethyl SuFEx-IT by successful preparation of a series of fluorosulfates and sulfamoyl fluorides in high to excellent yields. As such, our work recognizes desmethyl SuFEx-IT as a valuable alternative to common FO2Sdonors and enables cost-efficient access to substrates for SuFEx click chemistry.
%F PUB:(DE-HGF)16
%9 Journal Article
%$ 38386004
%U <Go to ISI:>//WOS:001174376900001
%R 10.1021/acs.joc.3c02643
%U https://juser.fz-juelich.de/record/1023777