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Carboamination of Unactivated Alkenes through Three-Component Radical Conjugate Addition.

ABSTRACT: Two-component Giese type radical additions are highly practical and established reactions. Herein, three-component radical conjugate additions of unactivated alkenes to Michael acceptors are reported. Amidyl radicals, oxidatively generated from ?-amido oxy acids using redox catalysis, act as the third reaction component which add to the unactivated alkenes. The adduct radicals engage in Giese type additions to Michael acceptors to provide, after reduction, the three-component products in an overall alkene carboamination reaction. Transformations which can be conducted under practical mild conditions feature high functional group tolerance and broad substrate scope.

SUBMITTER: Jiang H

PROVIDER: S-EPMC6900080 | biostudies-literature | 2019 Nov

REPOSITORIES: biostudies-literature

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Carboamination of Unactivated Alkenes through Three-Component Radical Conjugate Addition.

Jiang Heng H Seidler Gesa G Studer Armido A

Angewandte Chemie (International ed. in English) 20191011 46

Two-component Giese type radical additions are highly practical and established reactions. Herein, three-component radical conjugate additions of unactivated alkenes to Michael acceptors are reported. Amidyl radicals, oxidatively generated from α-amido oxy acids using redox catalysis, act as the third reaction component which add to the unactivated alkenes. The adduct radicals engage in Giese type additions to Michael acceptors to provide, after reduction, the three-component products in an over ...[more]

PMID: 31529676

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