A mild, practical protocol for the decarboxylative alkylation of heteroarenes has been accomplished via iron photocatalysis. A diverse range of carboxylic acids readily undergo oxidative decarboxylation and then couple with a broad array of heteroarenes in this transformation. The photoexcited state lifetimes of iron complexes are typically much shorter than those of iridium and ruthenium complexes. Here we describe our effort on iron photocatalysis by utilizing the intramolecular charge transfer pathway of iron−carboxylate complexes.
A mild
and efficient protocol for the intramolecular aromatic C–H
oxygenation of 2-biphenylcarboxylic acids has been achieved via iron
photocatalysis. The 2-biphenylcarboxylic acids with a diverse array
of substituents at both phenyl rings could furnish the oxygenation
products in good to excellent yields. We speculate that the aryl carboxylate–iron(III)
complexes should generate the aroyloxy radicals and iron(II) upon
visible light irradiation.
An efficienta nd operationally simple Ni-catalyzed aminationp rotocol has been developed.T hism ethodologyf eatures as imple Ni II salt, an organic base and catalytic amountso fb oth ap yridinium additive and Zn metal. Ad iversen umber of (hetero)aryl halides were coupled successfully with primary ands econdary alkyl amines, and anilines in good to excellent yields. Similarly, benzophenone imine gave the corresponding N-arylation product in an excellenty ield.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.