Amide-Directed Intramolecular Co(III)-Catalyzed C-H Hydroarylation of Alkenes for the Synthesis of Dihydrobenzofurans with a Quaternary Center

The first example of Cp*Co(III)-catalyzed intramolecular hydroarylation of allyl aryl ethers using an amide directing group for the preparation of 3,3-disubstituted dihydrobenzofurans in high yields is described. The reaction of the unactivated alkene is completely selective for the formation of the...

Full description

Bibliographic Details
Authors: Carral Menoyo, Asier, Sotomayor Anduiza, María Nuria, Lete Expósito, María Esther
Format: article
Publication Date:2020
Country:España
Institution:Universidad del País Vasco
Repository:Addi. Archivo Digital para la Docencia y la Investigación
OAI Identifier:oai:addi.ehu.eus:10810/63011
Online Access:http://hdl.handle.net/10810/63011
Access Level:Open access
Keyword:C-H activation
cobalt catalysis
hydroarylation
synthetic methods
id ES_bc7fdbdaefefa0f329991b7b96d2aa2c
oai_identifier_str oai:addi.ehu.eus:10810/63011
network_acronym_str ES
network_name_str España
repository_id_str
spelling Amide-Directed Intramolecular Co(III)-Catalyzed C-H Hydroarylation of Alkenes for the Synthesis of Dihydrobenzofurans with a Quaternary CenterCarral Menoyo, AsierSotomayor Anduiza, María NuriaLete Expósito, María EstherC-H activationcobalt catalysishydroarylationsynthetic methodsThe first example of Cp*Co(III)-catalyzed intramolecular hydroarylation of allyl aryl ethers using an amide directing group for the preparation of 3,3-disubstituted dihydrobenzofurans in high yields is described. The reaction of the unactivated alkene is completely selective for the formation of the quaternary center, allowing different substitution patterns on the aromatic ring and the alkene. The cyclization can also be extended to the formation of six-membered rings and to N-homoallylindoleMinisterio de Economía y Competitividad (CTQ2016-74881-P), Ministerio de Ciencia e Innovación (PID2019-104148GB-I00) and Gobierno Vasco (IT1045-16)American Chemical Society202320232020info:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10810/63011reponame:Addi. Archivo Digital para la Docencia y la Investigacióninstname:Universidad del País VascoInglésinfo:eu-repo/grantAgreement/MINECO/CTQ2016-74881-P/info:eu-repo/grantAgreement/MICINN/PID2019-104148GB-I00/https://pubs.acs.org/doi/10.1021/acs.joc.0c01413https://doi.org/10.1021/acs.joc.0c01413info:eu-repo/semantics/openAccess© 2020, American Chemical Societyoai:addi.ehu.eus:10810/630112026-06-18T09:23:17Z
dc.title.none.fl_str_mv Amide-Directed Intramolecular Co(III)-Catalyzed C-H Hydroarylation of Alkenes for the Synthesis of Dihydrobenzofurans with a Quaternary Center
title Amide-Directed Intramolecular Co(III)-Catalyzed C-H Hydroarylation of Alkenes for the Synthesis of Dihydrobenzofurans with a Quaternary Center
spellingShingle Amide-Directed Intramolecular Co(III)-Catalyzed C-H Hydroarylation of Alkenes for the Synthesis of Dihydrobenzofurans with a Quaternary Center
Carral Menoyo, Asier
C-H activation
cobalt catalysis
hydroarylation
synthetic methods
title_short Amide-Directed Intramolecular Co(III)-Catalyzed C-H Hydroarylation of Alkenes for the Synthesis of Dihydrobenzofurans with a Quaternary Center
title_full Amide-Directed Intramolecular Co(III)-Catalyzed C-H Hydroarylation of Alkenes for the Synthesis of Dihydrobenzofurans with a Quaternary Center
title_fullStr Amide-Directed Intramolecular Co(III)-Catalyzed C-H Hydroarylation of Alkenes for the Synthesis of Dihydrobenzofurans with a Quaternary Center
title_full_unstemmed Amide-Directed Intramolecular Co(III)-Catalyzed C-H Hydroarylation of Alkenes for the Synthesis of Dihydrobenzofurans with a Quaternary Center
title_sort Amide-Directed Intramolecular Co(III)-Catalyzed C-H Hydroarylation of Alkenes for the Synthesis of Dihydrobenzofurans with a Quaternary Center
dc.creator.none.fl_str_mv Carral Menoyo, Asier
Sotomayor Anduiza, María Nuria
Lete Expósito, María Esther
author Carral Menoyo, Asier
author_facet Carral Menoyo, Asier
Sotomayor Anduiza, María Nuria
Lete Expósito, María Esther
author_role author
author2 Sotomayor Anduiza, María Nuria
Lete Expósito, María Esther
author2_role author
author
dc.subject.none.fl_str_mv C-H activation
cobalt catalysis
hydroarylation
synthetic methods
topic C-H activation
cobalt catalysis
hydroarylation
synthetic methods
description The first example of Cp*Co(III)-catalyzed intramolecular hydroarylation of allyl aryl ethers using an amide directing group for the preparation of 3,3-disubstituted dihydrobenzofurans in high yields is described. The reaction of the unactivated alkene is completely selective for the formation of the quaternary center, allowing different substitution patterns on the aromatic ring and the alkene. The cyclization can also be extended to the formation of six-membered rings and to N-homoallylindole
publishDate 2020
dc.date.none.fl_str_mv 2020
2023
2023
dc.type.none.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10810/63011
url http://hdl.handle.net/10810/63011
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv info:eu-repo/grantAgreement/MINECO/CTQ2016-74881-P/
info:eu-repo/grantAgreement/MICINN/PID2019-104148GB-I00/
https://pubs.acs.org/doi/10.1021/acs.joc.0c01413
https://doi.org/10.1021/acs.joc.0c01413
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
© 2020, American Chemical Society
eu_rights_str_mv openAccess
rights_invalid_str_mv © 2020, American Chemical Society
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
dc.source.none.fl_str_mv reponame:Addi. Archivo Digital para la Docencia y la Investigación
instname:Universidad del País Vasco
instname_str Universidad del País Vasco
reponame_str Addi. Archivo Digital para la Docencia y la Investigación
collection Addi. Archivo Digital para la Docencia y la Investigación
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869418119459504128
score 15,300724

Similar Items