A General Protocol for the Chemo- and Stereoselective Construction of α,β-Unsaturated γ-Amino Sulfonyl Fluorides DOI
Hua‐Li Qin,

Xiang-Feng Tao

Synthesis, Journal Year: 2023, Volume and Issue: 55(20), P. 3373 - 3381

Published: Aug. 15, 2023

Abstract A general protocol for the simple, efficient, and mild synthesis of α,β-unsaturated γ-amino sulfonyl fluorides is developed via a base-catalyzed N-alkylation reaction aromatic amines with (E)-3-bromoprop-1-ene-1-sulfonyl fluoride. This transformation exhibits excellent chemo- stereoselectivity, conditions, broad functional group compatibility operational simplicity, making it potentially valuable procedure in medicinal chemistry, chemical biology, drug discovery.

Language: Английский

Unconventional reactivity of sulfonyl fluorides DOI Creative Commons
Juan J. Rojas, James A. Bull

Trends in Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 1, 2025

Language: Английский

Citations

0
Chemoselective Reactions of Functionalized Sulfonyl Halides DOI Open Access
Oleksandr S. Liashuk, Vladyslav A. Andriashvili,

Andriy O. Tolmachev

et al.

The Chemical Record, Journal Year: 2023, Volume and Issue: 24(2)

Published: Oct. 12, 2023

Abstract Chemoselective transformations of functionalized sulfonyl fluorides and chlorides are surveyed comprehensively. It is shown that provide an excellent selectivity control in their reactions. Thus, numerous conditions tolerated by the SO 2 F group – from amide ester formation to directed ortho ‐lithiation transition‐metal‐catalyzed cross‐couplings. Meanwhile, sulfur (VI) fluoride exchange (SuFEx) also compatible with functional groups, thus confirming its title “another click reaction”. On contrary, a few exceptions, most typically occur at Cl moiety.

Language: Английский

Citations

6
A General Protocol for the Chemo- and Stereoselective Construction of α,β-Unsaturated γ-Amino Sulfonyl Fluorides DOI
Hua‐Li Qin,

Xiang-Feng Tao

Synthesis, Journal Year: 2023, Volume and Issue: 55(20), P. 3373 - 3381

Published: Aug. 15, 2023

Abstract A general protocol for the simple, efficient, and mild synthesis of α,β-unsaturated γ-amino sulfonyl fluorides is developed via a base-catalyzed N-alkylation reaction aromatic amines with (E)-3-bromoprop-1-ene-1-sulfonyl fluoride. This transformation exhibits excellent chemo- stereoselectivity, conditions, broad functional group compatibility operational simplicity, making it potentially valuable procedure in medicinal chemistry, chemical biology, drug discovery.

Language: Английский

Citations

0