Nickel-Catalyzed,\nAminoquinoline-Directed Chemo- and\nRegioselective Carboamination of Unactivated Olefins with Organoboronic\nAcids and Anthranils

A nickel-catalyzed three-component carboamination of\nunactivated\nalkenes with organoboronic acids and anthranils has been achieved\nfor the expedient synthesis of δ-aryl and γ-amino acid\nderivatives. The 8-aminoquinoline (AQ) directing group is crucial\nfor the success of the reaction, and anthranil serves as an arylnitrene\nprecursor in this conversion. This method features mild reaction conditions,\ngood chemo- and regioselectivity, and a broad substrate scope with\ngood functional group tolerance.

Publication Details

Journal
Figshare
Published
2024-09-19
DOI
https://doi.org/10.1021/acs.joc.4c01536.s001
Primary Topic
Catalytic C–H Functionalization Methods
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article
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article

Nickel-Catalyzed,\nAminoquinoline-Directed Chemo- and\nRegioselective Carboamination of Unactivated Olefins with Organoboronic\nAcids and Anthranils

Figshare
Catalytic C–H Functionalization Methods
article

Nickel-Catalyzed,\nAminoquinoline-Directed Chemo- and\nRegioselective Carboamination of Unactivated Olefins with Organoboronic\nAcids and Anthranils

article en

Abstract

A nickel-catalyzed three-component carboamination of\nunactivated\nalkenes with organoboronic acids and anthranils has been achieved\nfor the expedient synthesis of δ-aryl and γ-amino acid\nderivatives. The 8-aminoquinoline (AQ) directing group is crucial\nfor the success of the reaction, and anthranil serves as an arylnitrene\nprecursor in this conversion. This method features mild reaction conditions,\ngood chemo- and regioselectivity, and a broad substrate scope with\ngood functional group tolerance.

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Catalytic C–H Functionalization Methods
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Nickel-Catalyzed,\nAminoquinoline-Directed Chemo- and\nRegioselective Carboamination of Unactivated Olefins with Organoboronic\nAcids and Anthranils · Figshare (2024) | TGRS Research Map | TGRS