Visible light-mediated heterodifunctionalization of alkynylazobenzenes for 2H-indazole synthesis

We disclose the heterodifunctionalization of alkynylazobenzenes promoted exclusively by visible light in the absence of any transition metal and/or photocatalyst. This reaction features excellent regioselectivity on a broad variety of substrates with perfect atom economy. Alcohols, carboxylic acids,...

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Authors: Mañas Hernández, Clara|||0000-0002-7265-4113, Merino Marcos, Estíbaliz|||0000-0002-2960-5404
Format: article
Publication Date:2024
Country:España
Institution:Universidad de Alcalá (UAH)
Repository:e_Buah Biblioteca Digital Universidad de Alcalá
Language:English
OAI Identifier:oai:ebuah.uah.es:10017/62892
Online Access:http://hdl.handle.net/10017/62892
https://dx.doi.org/10.1021/acs.orglett.4c00097
Access Level:Open access
Keyword:Química
Chemistry
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spelling Visible light-mediated heterodifunctionalization of alkynylazobenzenes for 2H-indazole synthesisMañas Hernández, Clara|||0000-0002-7265-4113Merino Marcos, Estíbaliz|||0000-0002-2960-5404QuímicaChemistryWe disclose the heterodifunctionalization of alkynylazobenzenes promoted exclusively by visible light in the absence of any transition metal and/or photocatalyst. This reaction features excellent regioselectivity on a broad variety of substrates with perfect atom economy. Alcohols, carboxylic acids, thiols, amides, heterocycles, and even water are suitable substrates for the promotion of the oxyamination, sulfenoamination, and diamination reactions. In this manner, biologically active indazole scaffolds can be rapidly assembled from alkyne feedstocks.Comunidad de MadridMinisterio de Ciencia e InnovaciónUniversidad de Alcalá20242024-02-22journal articlehttp://purl.org/coar/resource_type/c_6501NAhttp://purl.org/coar/version/c_be7fb7dd8ff6fe43info:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10017/62892https://dx.doi.org/10.1021/acs.orglett.4c00097reponame:e_Buah Biblioteca Digital Universidad de Alcaláinstname:Universidad de Alcalá (UAH)InglésengComunidad de Madrid http://dx.doi.org/10.13039/100012818 Not available 2018-T1%2FIND-10054Comunidad de Madrid http://dx.doi.org/10.13039/100012818 Not available 2022-5A%2FIND-24227Ministerio de Ciencia e Innovación http://dx.doi.org/10.13039/501100004837 Not available CNS2022-135304Ministerio de Ciencia e Innovación http://dx.doi.org/10.13039/501100004837 Not available TED2021-129634B-I00open accesshttp://purl.org/coar/access_right/c_abf2Attribution-NonCommercial-NoDerivatives 4.0 Internationalhttp://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessoai:ebuah.uah.es:10017/628922026-06-18T11:13:07Z
dc.title.none.fl_str_mv Visible light-mediated heterodifunctionalization of alkynylazobenzenes for 2H-indazole synthesis
title Visible light-mediated heterodifunctionalization of alkynylazobenzenes for 2H-indazole synthesis
spellingShingle Visible light-mediated heterodifunctionalization of alkynylazobenzenes for 2H-indazole synthesis
Mañas Hernández, Clara|||0000-0002-7265-4113
Química
Chemistry
title_short Visible light-mediated heterodifunctionalization of alkynylazobenzenes for 2H-indazole synthesis
title_full Visible light-mediated heterodifunctionalization of alkynylazobenzenes for 2H-indazole synthesis
title_fullStr Visible light-mediated heterodifunctionalization of alkynylazobenzenes for 2H-indazole synthesis
title_full_unstemmed Visible light-mediated heterodifunctionalization of alkynylazobenzenes for 2H-indazole synthesis
title_sort Visible light-mediated heterodifunctionalization of alkynylazobenzenes for 2H-indazole synthesis
dc.creator.none.fl_str_mv Mañas Hernández, Clara|||0000-0002-7265-4113
Merino Marcos, Estíbaliz|||0000-0002-2960-5404
author Mañas Hernández, Clara|||0000-0002-7265-4113
author_facet Mañas Hernández, Clara|||0000-0002-7265-4113
Merino Marcos, Estíbaliz|||0000-0002-2960-5404
author_role author
author2 Merino Marcos, Estíbaliz|||0000-0002-2960-5404
author2_role author
dc.subject.none.fl_str_mv Química
Chemistry
topic Química
Chemistry
description We disclose the heterodifunctionalization of alkynylazobenzenes promoted exclusively by visible light in the absence of any transition metal and/or photocatalyst. This reaction features excellent regioselectivity on a broad variety of substrates with perfect atom economy. Alcohols, carboxylic acids, thiols, amides, heterocycles, and even water are suitable substrates for the promotion of the oxyamination, sulfenoamination, and diamination reactions. In this manner, biologically active indazole scaffolds can be rapidly assembled from alkyne feedstocks.
publishDate 2024
dc.date.none.fl_str_mv 2024
2024-02-22
dc.type.none.fl_str_mv journal article
http://purl.org/coar/resource_type/c_6501
NA
http://purl.org/coar/version/c_be7fb7dd8ff6fe43
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10017/62892
https://dx.doi.org/10.1021/acs.orglett.4c00097
url http://hdl.handle.net/10017/62892
https://dx.doi.org/10.1021/acs.orglett.4c00097
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.relation.none.fl_str_mv Comunidad de Madrid http://dx.doi.org/10.13039/100012818 Not available 2018-T1%2FIND-10054
Comunidad de Madrid http://dx.doi.org/10.13039/100012818 Not available 2022-5A%2FIND-24227
Ministerio de Ciencia e Innovación http://dx.doi.org/10.13039/501100004837 Not available CNS2022-135304
Ministerio de Ciencia e Innovación http://dx.doi.org/10.13039/501100004837 Not available TED2021-129634B-I00
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
Attribution-NonCommercial-NoDerivatives 4.0 International
http://creativecommons.org/licenses/by-nc-nd/4.0/
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
Attribution-NonCommercial-NoDerivatives 4.0 International
http://creativecommons.org/licenses/by-nc-nd/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv reponame:e_Buah Biblioteca Digital Universidad de Alcalá
instname:Universidad de Alcalá (UAH)
instname_str Universidad de Alcalá (UAH)
reponame_str e_Buah Biblioteca Digital Universidad de Alcalá
collection e_Buah Biblioteca Digital Universidad de Alcalá
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