Aryl thianthrenium salts, accessed through highly selective arene thianthrenation, offer a versatile platform for generating aryl radicals under mild conditions, enabling streamlined C–D, C–C, and C–heteroatom bond formation among diverse substrates.
Arynes are versatile intermediates for organic synthesis and now they can be accessed from arenes in one or two-pot sequences via aryl thianthrenium (in situ) and aryl iodonium (isolated) intermediates, respectively.
An organophotoredox-catalyzed alkoxyallylation of feed-stock olefins, through thianthrenation using a Morita–Baylis–Hillman adduct as an allylating agent, is described.
A regioselective sulfoniumization of polycyclic aromatic hydrocarbons is described. The obtained sulfonium-salts, soluble in organic and water media, are employed in post-functionalizations, π-extension, and mitochondria-selective bio-imaging.
The metal-free 1,2-sulfenylamination, 1,2-acyloxysulfenylation, and 1,2-hydroxysulfenylation of alkenes were achieved via thianthrenation using thiophenols, amines, carboxylic acids, and water as nucleophiles.