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Aerobic Oxidative N-Heterocyclic Carbene-Catalyzed Formal [3+3] Cyclization for the Synthesis of Tetrasubstituted Benzene Derivatives.

ABSTRACT: Herein, we present an accessible aerobic N-heterocyclic carbene (NHC)-catalyzed method that efficiently produces tetrasubstituted benzene rings in a single reaction. The method employs atmospheric oxygen (O2) as the terminal oxidant in a reaction that requires two oxidative steps. The aerobic oxidation is achieved by a selection of electron transfer mediators orchestrating a redox cascade, turning a high-energy aerobic oxidation reaction pathway into a favorable process.

SUBMITTER: Bacaicoa S 

PROVIDER: S-EPMC9764416 | biostudies-literature | 2022 Dec

REPOSITORIES: biostudies-literature

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Aerobic Oxidative N-Heterocyclic Carbene-Catalyzed Formal [3+3] Cyclization for the Synthesis of Tetrasubstituted Benzene Derivatives.

Bacaicoa Sara S   Goossens Ellymay E   Sundén Henrik H  

Organic letters 20221205 49

Herein, we present an accessible aerobic N-heterocyclic carbene (NHC)-catalyzed method that efficiently produces tetrasubstituted benzene rings in a single reaction. The method employs atmospheric oxygen (O<sub>2</sub>) as the terminal oxidant in a reaction that requires two oxidative steps. The aerobic oxidation is achieved by a selection of electron transfer mediators orchestrating a redox cascade, turning a high-energy aerobic oxidation reaction pathway into a favorable process. ...[more]

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