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Proceedings

Stable Anionic σ-Complexes of Highly Electrophilic Aromatics and C-Nucleophiles: Synthesis and Oxidation

N.D. Zelinsky Institute of Organic Chemistry RAS, Leninsky prosp. 47, 119991 Moscow, Russia
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Presented at the 24th International Electronic Conference on Synthetic Organic Chemistry, 15 November–15 December 2020; Available online: https://ecsoc-24.sciforum.net/.
Published: 15 November 2020
Reactions of dinitrobenzoannulated heterocycles (furazan, thiadiazole, selenadiazole, pyridine) with anionic C-nucleophiles (mono- and diketones, nitroalkanes and related compounds) provided stable anionic adducts in high yields. Consecutive oxidation with ammonium cerium (IV) nitrate resulted in re-aromatization with the formation of the corresponding substitution products, formally representing C-H-functionalized benzoheterocycles.
Keywords: CH-functionalization; nitroarenes; carbon nucleophiles; nucleophilic addition; anionic σ-complexes CH-functionalization; nitroarenes; carbon nucleophiles; nucleophilic addition; anionic σ-complexes
MDPI and ACS Style

Starosotnikov, A.; Bastrakov, M.; Kokorekin, V. Stable Anionic σ-Complexes of Highly Electrophilic Aromatics and C-Nucleophiles: Synthesis and Oxidation. Chem. Proc. 2021, 3, 35. https://0-doi-org.brum.beds.ac.uk/10.3390/ecsoc-24-08437

AMA Style

Starosotnikov A, Bastrakov M, Kokorekin V. Stable Anionic σ-Complexes of Highly Electrophilic Aromatics and C-Nucleophiles: Synthesis and Oxidation. Chemistry Proceedings. 2021; 3(1):35. https://0-doi-org.brum.beds.ac.uk/10.3390/ecsoc-24-08437

Chicago/Turabian Style

Starosotnikov, Alexey, Maxim Bastrakov, and Vladimir Kokorekin. 2021. "Stable Anionic σ-Complexes of Highly Electrophilic Aromatics and C-Nucleophiles: Synthesis and Oxidation" Chemistry Proceedings 3, no. 1: 35. https://0-doi-org.brum.beds.ac.uk/10.3390/ecsoc-24-08437

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