Chemoselective Reactions of Functionalized Sulfonyl Halides.

Autor: Liashuk OS; Enamine Ltd. (www.enamine.net), Winston Churchill Street 78, Kyїv, 02094, Ukraine.; Taras Shevchenko National University of Kyiv, Volodymyrska Street 60, Kyїv, 01601, Ukraine., Andriashvili VA; Enamine Ltd. (www.enamine.net), Winston Churchill Street 78, Kyїv, 02094, Ukraine.; Taras Shevchenko National University of Kyiv, Volodymyrska Street 60, Kyїv, 01601, Ukraine., Tolmachev AO; Enamine Ltd. (www.enamine.net), Winston Churchill Street 78, Kyїv, 02094, Ukraine.; Taras Shevchenko National University of Kyiv, Volodymyrska Street 60, Kyїv, 01601, Ukraine., Grygorenko OO; Enamine Ltd. (www.enamine.net), Winston Churchill Street 78, Kyїv, 02094, Ukraine.; Taras Shevchenko National University of Kyiv, Volodymyrska Street 60, Kyїv, 01601, Ukraine.
Jazyk: angličtina
Zdroj: Chemical record (New York, N.Y.) [Chem Rec] 2024 Feb; Vol. 24 (2), pp. e202300256. Date of Electronic Publication: 2023 Oct 12.
DOI: 10.1002/tcr.202300256
Abstrakt: 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 SO 2 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 SO 2 Cl moiety.
(© 2023 The Chemical Society of Japan & Wiley-VCH GmbH.)
Databáze: MEDLINE
Externí odkaz: