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Chemoselective γ-Oxidation of β,γ-Unsaturated Amides with TEMPO.

ABSTRACT: A chemoselective and robust protocol for the γ-oxidation of β,γ-unsaturated amides is reported. In this method, electrophilic amide activation, in a rare application to unsaturated amides, enables a regioselective reaction with TEMPO resulting in the title products. Radical cyclisation reactions and oxidation of the synthesised products highlight the synthetic utility of the products obtained.

SUBMITTER: Heindl S

PROVIDER: S-EPMC8456850 | biostudies-literature | 2021 Aug

REPOSITORIES: biostudies-literature

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Chemoselective γ-Oxidation of β,γ-Unsaturated Amides with TEMPO.

Heindl Sebastian S Riomet Margaux M Matyasovsky Ján J Lemmerer Miran M Malzer Nicolas N Maulide Nuno N

Angewandte Chemie (International ed. in English) 20210720 35

A chemoselective and robust protocol for the γ-oxidation of β,γ-unsaturated amides is reported. In this method, electrophilic amide activation, in a rare application to unsaturated amides, enables a regioselective reaction with TEMPO resulting in the title products. Radical cyclisation reactions and oxidation of the synthesised products highlight the synthetic utility of the products obtained. ...[more]

PMID: 34146371

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