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

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

Journal

Chemistry proceedings
ISSN: 2673-4583

Output data

Year: 2021, Volume: 3, Number: 1, Article number : 35, Pages count : DOI: 10.3390/ecsoc-24-08437

Authors

Starosotnikov Alexey ¹ , Bastrakov Maxim ¹ , Kokorekin Vladimir ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry RAS, Leninsky prosp. 47, 119991 Moscow, Russia

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.

Starosotnikov A. , Bastrakov M. , Kokorekin V.
Stable Anionic σ-Complexes of Highly Electrophilic Aromatics and C-Nucleophiles: Synthesis and Oxidation
Chemistry proceedings. 2021. V.3. N1. 35 . DOI: 10.3390/ecsoc-24-08437 OpenAlex

OpenAlex:

W3126761034

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