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Carboamination of Unactivated Alkenes through Three‐Component Radical Conjugate Addition
Author(s) -
Jiang Heng,
Seidler Gesa,
Studer Armido
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201910926
Subject(s) - alkene , radical , chemistry , conjugate , adduct , addition reaction , catalysis , component (thermodynamics) , redox , organic chemistry , substrate (aquarium) , combinatorial chemistry , thermodynamics , geology , mathematical analysis , physics , oceanography , mathematics
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 overall alkene carboamination reaction. Transformations which can be conducted under practical mild conditions feature high functional group tolerance and broad substrate scope.