An unprecedented electrochemical selenium-π-acid promoted hydration of internal alkyne assisted via phosphonates was described. Thus, valuable (hetro)aryl and alkyl ketones could be accessed under mild, metal- and external oxidant-free conditions....
A palladium-catalyzed distal C(sp2)–H chalcogenation of biphenyl amines is described. This protocol demonstrates scalable, excellent chemo- and regio-selectivity, as well as broad functional groups tolerance, provides an efficient access to...
A copper‐mediated C(sp2)‒H chalcogenation of heterocycles with readily available dichalcogenide, benzeneselenol and thiol is described. This protocol demonstrates scalability, good chemo‐ and regio‐selectivity, as well as broad functional group tolerance, which overall provides an accessible method to valuable aryl chalcogenides. The chalcogenated picolinamide products could be further transformed into selenoxanthones and thioxanthone scaffolds through intramolecular cyclization via a semi‐one pot process.
A palladium-catalyzed remote δ-CÀ H selenylation of arylethylamide derivatives with readily available diselenides has been reported. This protocol relies on the use of a removable picolinamide directing group to access unsymmetrical diaryl selenides in 45-98% yields. Furthermore, the inactivated δ-C(alkenyl)À H bond was also compatible in this reaction and afforded the thermo-dynamically unfavorable Z-selective-alkenyl selenides with complete control of site-and stereoselectivity.
Herein, we report a Rh(III)‐catalyzed direct alkenylation of arenes with readily available vinyltrifluoroborate to direct access to functionalized styrenes. This method tolerates a wide range of functional groups in 33 examples with excellent site‐ and regioselectivity under mild conditions. The synthetic utility was demonstrated through the further transformation of thus‐obtained functionalized styrenes. Preliminary mechanistic studies indicated that the reaction probably proceeds through an Rh(III)‐catalyzed C−H activation/Suzuki coupling pathway.
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