The Rh2(esp)2 and Zn(II)-bisoxazoline (BOX) complex-cocatalyzed asymmetric diamination of in situ generated difluoroenol species with azocarboxamides has been disclosed. This reaction features a formal [3 + 2]-cycloaddition reaction using difluoroenol intermediate as a C2 synthon, providing an efficient and robust approach for the synthesis of difluorinated imidazolidin-2-ones in good yields with high to excellent stereoselectivity (up to 95% ee). This method offers a complementary approach for the direct assembly of chiral difluoromethylene incorporated heterocycles by introducing in situ formed difluoroenol species as a practical C2 synthon rather than using presynthesized gem-difluoroalkenes. With this protocol, further synthetic applications in fluorine chemistry could be envisioned through the strategic interception of difluoroenol via cycloaddition reactions with appropriate partners.

We report a catalytic strategy for generating carbon-centered radicals from organoboron compounds under deep-red to near-infrared (DR to NIR) light irradiation via direct excitation of substrate–catal...

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We have developed the N-heterocyclic carbene/organic photoredox-cocatalyzed acyl azolation of styrenes using acyl azoles. The cooperative action of organic photoredox catalysis and NHC catalysis enabl...

The organophotoredox-catalyzed postfunctionalization of polymers with a redox-active moiety using trialkyl phosphite nucleophiles afforded the corresponding phosphonate-containing polymers via the ra...

Alkylated arenes are valuable scaffolds in pharmaceuticals, agrochemicals, and materials science. In this work, Ohmiya, Nagao, and co-workers report a radical para-selective alkylation of aroyl chlorides via a unique tele-substitution mechanism mediated by aroyl trialkylphosphonium intermediates. This metal-free strategy proceeds under mild conditions and enables functionalization without the pre-installation of directing groups onto the arenes.

We demonstrate the para-selective C(sp2)–H alkylation of aroyl chlorides with alkyltrifluoroborates and trialkylphosphine through an organic photoredox-catalyzed radical tele-substitution. The reaction proceeds through the para-selective addition of alkyl…