Nickel-Catalyzed Three-Component 1,1-Difunctionalization of Unactivated Alkenes with Quinoxaline/Naphthoquinone and Arylboronic Acids via Organometallic-Radical Relay

A nickel-catalyzed intermolecular three-component 1,1-difunctionalization of unactivated alkenes with quinoxaline/naphthoquinone and arylboronic acids via organometallic-radical relay is developed. This efficient protocol provides a new method to access a variety of arylalkanes in moderate to good y...

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Main Author: Lingyu Wan (10778518) (author)
Other Authors: Shankun Guo (20404191) (author), Fanglu Sun (20404194) (author), Ke Du (511486) (author), Lizhi Zhang (1358475) (author), Zhengbao Xu (1725133) (author)
Published: 2024
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_version_ 1852024594254266368
author Lingyu Wan (10778518)
author2 Shankun Guo (20404191)
Fanglu Sun (20404194)
Ke Du (511486)
Lizhi Zhang (1358475)
Zhengbao Xu (1725133)
author2_role author
author
author
author
author
author_facet Lingyu Wan (10778518)
Shankun Guo (20404191)
Fanglu Sun (20404194)
Ke Du (511486)
Lizhi Zhang (1358475)
Zhengbao Xu (1725133)
author_role author
dc.creator.none.fl_str_mv Lingyu Wan (10778518)
Shankun Guo (20404191)
Fanglu Sun (20404194)
Ke Du (511486)
Lizhi Zhang (1358475)
Zhengbao Xu (1725133)
dc.date.none.fl_str_mv 2024-12-09T16:33:45Z
dc.identifier.none.fl_str_mv 10.1021/acs.orglett.4c04207.s002
dc.relation.none.fl_str_mv https://figshare.com/articles/dataset/Nickel-Catalyzed_Three-Component_1_1-Difunctionalization_of_Unactivated_Alkenes_with_Quinoxaline_Naphthoquinone_and_Arylboronic_Acids_via_Organometallic-Radical_Relay/27993816
dc.rights.none.fl_str_mv CC BY-NC 4.0
info:eu-repo/semantics/openAccess
dc.subject.none.fl_str_mv Biophysics
Biochemistry
Physiology
Biotechnology
Mental Health
Infectious Diseases
Environmental Sciences not elsewhere classified
Biological Sciences not elsewhere classified
Chemical Sciences not elsewhere classified
functionalized benzylic radicals
efficient protocol provides
broad substrate scope
catalyzed intermolecular three
catalyzed three
unactivated alkenes
radical relay
new method
good yields
dc.title.none.fl_str_mv Nickel-Catalyzed Three-Component 1,1-Difunctionalization of Unactivated Alkenes with Quinoxaline/Naphthoquinone and Arylboronic Acids via Organometallic-Radical Relay
dc.type.none.fl_str_mv Dataset
info:eu-repo/semantics/publishedVersion
dataset
description A nickel-catalyzed intermolecular three-component 1,1-difunctionalization of unactivated alkenes with quinoxaline/naphthoquinone and arylboronic acids via organometallic-radical relay is developed. This efficient protocol provides a new method to access a variety of arylalkanes in moderate to good yields with a broad substrate scope and excellent functional group tolerance. The mechanistic studies provide insights into the mechanism and origin of chemo- and regioselectivity as well as confirm the generation of functionalized benzylic radicals.
eu_rights_str_mv openAccess
id Manara_8fa17d27238e00a69052abf9f56201af
identifier_str_mv 10.1021/acs.orglett.4c04207.s002
network_acronym_str Manara
network_name_str ManaraRepo
oai_identifier_str oai:figshare.com:article/27993816
publishDate 2024
repository.mail.fl_str_mv
repository.name.fl_str_mv
repository_id_str
rights_invalid_str_mv CC BY-NC 4.0
spelling Nickel-Catalyzed Three-Component 1,1-Difunctionalization of Unactivated Alkenes with Quinoxaline/Naphthoquinone and Arylboronic Acids via Organometallic-Radical RelayLingyu Wan (10778518)Shankun Guo (20404191)Fanglu Sun (20404194)Ke Du (511486)Lizhi Zhang (1358475)Zhengbao Xu (1725133)BiophysicsBiochemistryPhysiologyBiotechnologyMental HealthInfectious DiseasesEnvironmental Sciences not elsewhere classifiedBiological Sciences not elsewhere classifiedChemical Sciences not elsewhere classifiedfunctionalized benzylic radicalsefficient protocol providesbroad substrate scopecatalyzed intermolecular threecatalyzed threeunactivated alkenesradical relaynew methodgood yieldsA nickel-catalyzed intermolecular three-component 1,1-difunctionalization of unactivated alkenes with quinoxaline/naphthoquinone and arylboronic acids via organometallic-radical relay is developed. This efficient protocol provides a new method to access a variety of arylalkanes in moderate to good yields with a broad substrate scope and excellent functional group tolerance. The mechanistic studies provide insights into the mechanism and origin of chemo- and regioselectivity as well as confirm the generation of functionalized benzylic radicals.2024-12-09T16:33:45ZDatasetinfo:eu-repo/semantics/publishedVersiondataset10.1021/acs.orglett.4c04207.s002https://figshare.com/articles/dataset/Nickel-Catalyzed_Three-Component_1_1-Difunctionalization_of_Unactivated_Alkenes_with_Quinoxaline_Naphthoquinone_and_Arylboronic_Acids_via_Organometallic-Radical_Relay/27993816CC BY-NC 4.0info:eu-repo/semantics/openAccessoai:figshare.com:article/279938162024-12-09T16:33:45Z
spellingShingle Nickel-Catalyzed Three-Component 1,1-Difunctionalization of Unactivated Alkenes with Quinoxaline/Naphthoquinone and Arylboronic Acids via Organometallic-Radical Relay
Lingyu Wan (10778518)
Biophysics
Biochemistry
Physiology
Biotechnology
Mental Health
Infectious Diseases
Environmental Sciences not elsewhere classified
Biological Sciences not elsewhere classified
Chemical Sciences not elsewhere classified
functionalized benzylic radicals
efficient protocol provides
broad substrate scope
catalyzed intermolecular three
catalyzed three
unactivated alkenes
radical relay
new method
good yields
status_str publishedVersion
title Nickel-Catalyzed Three-Component 1,1-Difunctionalization of Unactivated Alkenes with Quinoxaline/Naphthoquinone and Arylboronic Acids via Organometallic-Radical Relay
title_full Nickel-Catalyzed Three-Component 1,1-Difunctionalization of Unactivated Alkenes with Quinoxaline/Naphthoquinone and Arylboronic Acids via Organometallic-Radical Relay
title_fullStr Nickel-Catalyzed Three-Component 1,1-Difunctionalization of Unactivated Alkenes with Quinoxaline/Naphthoquinone and Arylboronic Acids via Organometallic-Radical Relay
title_full_unstemmed Nickel-Catalyzed Three-Component 1,1-Difunctionalization of Unactivated Alkenes with Quinoxaline/Naphthoquinone and Arylboronic Acids via Organometallic-Radical Relay
title_short Nickel-Catalyzed Three-Component 1,1-Difunctionalization of Unactivated Alkenes with Quinoxaline/Naphthoquinone and Arylboronic Acids via Organometallic-Radical Relay
title_sort Nickel-Catalyzed Three-Component 1,1-Difunctionalization of Unactivated Alkenes with Quinoxaline/Naphthoquinone and Arylboronic Acids via Organometallic-Radical Relay
topic Biophysics
Biochemistry
Physiology
Biotechnology
Mental Health
Infectious Diseases
Environmental Sciences not elsewhere classified
Biological Sciences not elsewhere classified
Chemical Sciences not elsewhere classified
functionalized benzylic radicals
efficient protocol provides
broad substrate scope
catalyzed intermolecular three
catalyzed three
unactivated alkenes
radical relay
new method
good yields