Recent advances in the application of Meerwein arylation for the synthesis of complex heterocycles at the Ivan Franko National University of Lviv (microreview)

Pokhodylo, Nazariy T.

doi:10.1007/s10593-023-03208-9

Chem Heterocycl Comp

2023

DOI: 10.1007/s10593-023-03208-9

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Recent advances in the application of Meerwein arylation for the synthesis of complex heterocycles at the Ivan Franko National University of Lviv (microreview)

Nazariy T. Pokhodylo

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Cited by 2 publications

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Pd/Cu Co‐Catalyzed ortho‐Arylation of Aryl Iodides via Radical Intermediates with Aryl Diazonium Salts

Fu,

Guo,

Chen

et al. 2023

Adv Synth Catal

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A Cu/Pd co‐catalyzed Catellani‐type ortho arylation reaction of iodoarenes with aryl diazonium salts has been developed. Aryl radicals that derived from aryl diazonium salts were regioselectively installed at ortho position of iodoarenes via palladium catalyzed C−H activation. Mechanistic studies showed that, in contrast to classical Pd0−PdII−PdIV−PdII−Pd0 catalytic cycle, this radical cascades performed via a Pd0−PdII−PdIII−PdI−Pd0 cycle.

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Pd/Cu Co‐Catalyzed ortho‐Arylation of Aryl Iodides via Radical Intermediates with Aryl Diazonium Salts

Fu,

Guo,

Chen

et al. 2023

Adv Synth Catal

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A New Insight into the Molecular Mechanism of the Reaction between 2-Methoxyfuran and Ethyl (Z)-3-phenyl-2-nitroprop-2-enoate: An Molecular Electron Density Theory (MEDT) Computational Study

Sadowski,

Dresler,

Wróblewska

et al. 2024

Molecules

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The molecular mechanism of the reaction between 2-methoxyfuran and ethyl (Z)-3-phenyl-2-nitroprop-2-enoate was investigated using wb97xd/6-311+G(d,p)(PCM) quantum chemical calculations. It was found that the most probable reaction mechanism is fundamentally different from what was previously postulated. In particular, six possible zwitterionic intermediates were detected on the reaction pathway. Their formation is determined by the nature of local nucleophile/electrophile interactions. Additionally, the channel involving the formation of the exo-nitro Diels–Alder cycloadduct was completely ruled out. Finally, the electronic nature of the five- and six-membered nitronates as potential TACs was evaluated.

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Recent advances in the application of Meerwein arylation for the synthesis of complex heterocycles at the Ivan Franko National University of Lviv (microreview)

Cited by 2 publications

References 21 publications

Pd/Cu Co‐Catalyzed ortho‐Arylation of Aryl Iodides via Radical Intermediates with Aryl Diazonium Salts

Pd/Cu Co‐Catalyzed ortho‐Arylation of Aryl Iodides via Radical Intermediates with Aryl Diazonium Salts

A New Insight into the Molecular Mechanism of the Reaction between 2-Methoxyfuran and Ethyl (Z)-3-phenyl-2-nitroprop-2-enoate: An Molecular Electron Density Theory (MEDT) Computational Study

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