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Updated: Jul 13, 2025

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Chemoselective Reactions of Functionalized Sulfonyl Halides
Oleksandr S Liashuk1,2, Vladyslav A Andriashvili1,2, Andriy O Tolmachev1,2
1Enamine Ltd. (www.enamine.net), Winston Churchill Street 78, Kyїv, 02094, Ukraine.
Abstract:
Chemoselective transformations of functionalized sulfonyl fluorides and chlorides are surveyed comprehensively. It is shown that sulfonyl fluorides provide an excellent selectivity control in their reactions. Thus, numerous conditions are tolerated by the SO2 F group - from amide and ester formation to directed ortho-lithiation and transition-metal-catalyzed cross-couplings. Meanwhile, sulfur (VI) fluoride exchange (SuFEx) is also compatible with numerous functional groups, thus confirming its title of "another click reaction". On the contrary, with a few exceptions, most transformations of functionalized sulfonyl chlorides typically occur at the SO2 Cl moiety.
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