A visible-light-driven protocol for
the synthesis of aryl trifluoromethyl
thioethers under photocatalyst- and metal-free conditions has been
pursued. The procedure exploits the peculiar properties of arylazo
sulfones (having electron-rich or electron-poor substituents on the
(hetero)aromatic ring) as photochemical precursors of aryl radicals
and
S
-trifluoromethyl arylsulfonothioates as easy-to-handle
trifluoromethylthiolating agents.
A protocol for the visible light driven preparation of unsymmetrical (hetero)aryl selenides and tellurides is described herein. The method exploits the peculiar photoreactivity of arylazo sulfones that act as thermally stable, precursors of aryl radicals under both photocatalyst‐ and additive‐free conditions. The method developed shows an impressive versatility (more than fifty compounds isolated).
We report the visible-light-promoted selenocyanation of cyclobutanone oxime esters using potassium selenocyanate in the presence of a fac-Ir(ppy) 3 catalyst for the first time. Because of the mild conditions employed and use of readily accessible potassium selenocyanate, this method is an effective and green strategy for the synthesis of cyano and selenocyano bifunctional substituted alkanes.
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