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@ARTICLE{Bertram:1023777,
author = {Bertram, Jan and Neumaier, Felix and Zlatopolskiy, Boris
and Neumaier, Bernd},
title = {{D}esmethyl {S}u{FE}x-{IT}: {SO}2{F}2 - {F}ree {S}ynthesis
and {E}valuation as a {F}luorosulfurylating {A}gent},
journal = {The journal of organic chemistry},
volume = {89},
number = {6},
issn = {0022-3263},
address = {[Erscheinungsort nicht ermittelbar]},
publisher = {American Chemical Society},
reportid = {FZJ-2024-01796},
pages = {3821-3833},
year = {2024},
abstract = {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.},
cin = {INM-5},
ddc = {610},
cid = {I:(DE-Juel1)INM-5-20090406},
pnm = {5253 - Neuroimaging (POF4-525)},
pid = {G:(DE-HGF)POF4-5253},
typ = {PUB:(DE-HGF)16},
pubmed = {38386004},
UT = {WOS:001174376900001},
doi = {10.1021/acs.joc.3c02643},
url = {https://juser.fz-juelich.de/record/1023777},
}