SNAr or Sulfonylation? Chemoselective Amination of Halo(het)arene Sulfonyl Halides for Synthetic Applications and Ultralarge Compound Library Design
Vasyl Naumchyk,
Vladyslav A. Andriashvili,
Dmytro S. Radchenko
et al.
Abstract:The chemoselectivity of halo(het)arene sulfonyl halide
aminations
is studied thoroughly under parallel synthesis conditions, and the
scope and limitations of the method are established. It is shown that
SNAr-reactive sulfonyl halides typically undergo sulfonamide
synthesis during the first step; the second amination is also possible
provided that the SNAr-active center is sufficiently reactive.
On the contrary, sulfonyl fluorides bearing an arylating moiety undergo
selective transformation at the latter reac… Show more
Set email alert for when this publication receives citations?
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.