Synthesis of Highly Reactive Sulfone Iminium Fluorides and Their Use in Deoxyfluorination and Sulfur Fluoride Exchange Chemistry.

Autor:	Vogel JA; Department of Chemistry, Bryn Mawr College, Bryn Mawr, Pennsylvania 19010, United States., Hammami R; Department of Chemistry, Bryn Mawr College, Bryn Mawr, Pennsylvania 19010, United States., Ko A; Department of Chemistry, Bryn Mawr College, Bryn Mawr, Pennsylvania 19010, United States., Datta H; Department of Chemistry, Bryn Mawr College, Bryn Mawr, Pennsylvania 19010, United States., Eiben YN; Department of Chemistry, Bryn Mawr College, Bryn Mawr, Pennsylvania 19010, United States., Labenne KJ; Department of Chemistry, Bryn Mawr College, Bryn Mawr, Pennsylvania 19010, United States., McCarver EC; Department of Chemistry, Bryn Mawr College, Bryn Mawr, Pennsylvania 19010, United States., Yilmaz EZ; Department of Chemistry, Bryn Mawr College, Bryn Mawr, Pennsylvania 19010, United States., Melvin PR; Department of Chemistry, Bryn Mawr College, Bryn Mawr, Pennsylvania 19010, United States.
Jazyk:	angličtina
Zdroj:	Organic letters [Org Lett] 2022 Aug 19; Vol. 24 (32), pp. 5962-5966. Date of Electronic Publication: 2022 Aug 05.
DOI:	10.1021/acs.orglett.2c02232
Abstrakt:	We report the synthesis of sulfone iminium fluorides (SIFs), a reactive class of sulfur(VI) molecules. The synthesis is tolerant of a variety of substituents on the sulfur and nitrogen components. The SIF reagents were applied to the deoxyfluorination of alcohols and carboxylic acids, providing high yields of fluorinated products in 60 s at room temperature. The SIF reagents were then utilized in sulfur fluoride exchange (SuFEx), creating the first ionic SuFEx products to date.
Databáze:	MEDLINE
Externí odkaz:	Zobrazit plný text záznamu