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Copper Catalyzed Oxidative Arylation of Tertiary Carbon Centers.

ABSTRACT: We describe herein a Cu(OTf)₂ catalyzed oxidative arylation of a tertiary carbon-containing substrate including aryl malononitriles, 3-aryl benzofuran-2-ones, and 3-aryl oxindoles. In some cases, the nitrile groups of the aryl malononitriles undergo further reactions leading to lactones or imines. These reaction conditions are applicable for a range of arenes, including phenols, anilines, anisoles, and heteroarenes. Mechanistic studies support the formation of a cationic intermediate via a two-electron oxidation.

SUBMITTER: Basnet P

PROVIDER: S-EPMC7885265 | biostudies-literature | 2020 Dec

REPOSITORIES: biostudies-literature

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Copper Catalyzed Oxidative Arylation of Tertiary Carbon Centers.

Basnet Prakash P Sebold Melissa B MB Hendrick Charles E CE Kozlowski Marisa C MC

Organic letters 20201202 24

We describe herein a Cu(OTf)<sub>2</sub> catalyzed oxidative arylation of a tertiary carbon-containing substrate including aryl malononitriles, 3-aryl benzofuran-2-ones, and 3-aryl oxindoles. In some cases, the nitrile groups of the aryl malononitriles undergo further reactions leading to lactones or imines. These reaction conditions are applicable for a range of arenes, including phenols, anilines, anisoles, and heteroarenes. Mechanistic studies support the formation of a cationic intermediate ...[more]

PMID: 33263410

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