1-Bromoethene-1-sulfonyl fluoride

CAS 103020-98-0, Cat. No EN300-249400
Reagent for SuFEx chemistry

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1-Bromoethene-1-sulfonyl fluoride is a versatile and highly reactive SuFEx (Sulfur Fluoride Exchange) clickable reagent with three orthogonal functional groups: a vinyl moiety, a bromide group, and a sulfonyl fluoride functionality¹. Its applications span across click chemistry, regioselective cycloadditions, and Michael additions². Notably, it enables the synthesis of 5-sulfonylfluoro isoxazoles and α-(hetero)aryl ethenesulfonyl fluorides through [3+2] cycloadditions and Suzuki coupling, respectively³. The reagent's scope includes the formation of isoxazole-based pharmacophores and sulfonyl fluoride derivatives, which are valuable in medicinal chemistry, chemical biology, and polymer synthesis. Bromoethene-1-sulfonyl fluoride is a colorless, moisture-sensitive liquid that requires careful handling under dry and inert conditions. It demonstrates excellent reactivity but decomposes in the presence of bases or under high-temperature conditions.

Synonyms: 1-bromoethene-sulfonyl fluoride; ethenesulfonyl fluoride, 1-bromo-; 1-Br-ESF