An Integrated 12C/13C Exchange Platform for Accessing Isotopically-Labeled Ketones via Dual Catalytic C–C Bond-Functionalization

Herein, we describe an integrated diacylation/acylation platform that formally converts simple ketones into their 13C-labeled homologues. The method relies on the propensity of proaromatic dihydroquinazolinones to generate open-shell species via C–C bond-functionalization aided by photoinduced singl...

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Detalles Bibliográficos
Autores: Geng, Hui-Qing, Velasco-Rubio, Álvaro, Jaramillo-Cassà, Eva, Kócsi, Daniel, García-Losada, Pablo, de Frutos, Oscar, Martin, Ruben
Tipo de recurso: artículo
Fecha de publicación:2025
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2072/489068
Acceso en línea:http://hdl.handle.net/2072/489068
https://doi.org/10.1021/acscatal.5c06571
Access Level:acceso abierto
Palabra clave:Química
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spelling An Integrated 12C/13C Exchange Platform for Accessing Isotopically-Labeled Ketones via Dual Catalytic C–C Bond-FunctionalizationGeng, Hui-QingVelasco-Rubio, ÁlvaroJaramillo-Cassà, EvaKócsi, DanielGarcía-Losada, Pablode Frutos, OscarMartin, RubenQuímica54Herein, we describe an integrated diacylation/acylation platform that formally converts simple ketones into their 13C-labeled homologues. The method relies on the propensity of proaromatic dihydroquinazolinones to generate open-shell species via C–C bond-functionalization aided by photoinduced single-electron transfer prior to interception with a properly labeled 13C-carbonyl derivative. The protocol is characterized by its broad applicability, thus offering a distinct gateway to access 13C-labeled ketones from their parent nonlabeled analogues.info:eu-repo/semantics/publishedVersionACS Publications2025info:eu-repo/semantics/article6 p.application/pdfhttp://hdl.handle.net/2072/489068https://doi.org/10.1021/acscatal.5c06571RECERCAT (Dipòsit de la Recerca de Catalunya)reponame:Recercat. Dipósit de la Recerca de Catalunyainstname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)InglésICIQ FoundationFEDER/MCI PID2021-123801NB-I00PID2024-160739NB-I00/MICIU/AEI 10.13039/501100011033/FEDER,UE2021 SGR 001258MCI/AIE (Severo Ochoa Excellence Accreditation 2002-2023 CEX2019-000925-SE.J.C. thanks “Joan Oro” predoctoral fellowship from Generalitat de Catalunya (2025 FI-1 00157)Attribution 4.0 Internationalhttp://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccessoai:recercat.cat:2072/4890682026-05-29T05:05:01Z
dc.title.none.fl_str_mv An Integrated 12C/13C Exchange Platform for Accessing Isotopically-Labeled Ketones via Dual Catalytic C–C Bond-Functionalization
title An Integrated 12C/13C Exchange Platform for Accessing Isotopically-Labeled Ketones via Dual Catalytic C–C Bond-Functionalization
spellingShingle An Integrated 12C/13C Exchange Platform for Accessing Isotopically-Labeled Ketones via Dual Catalytic C–C Bond-Functionalization
Geng, Hui-Qing
Química
54
title_short An Integrated 12C/13C Exchange Platform for Accessing Isotopically-Labeled Ketones via Dual Catalytic C–C Bond-Functionalization
title_full An Integrated 12C/13C Exchange Platform for Accessing Isotopically-Labeled Ketones via Dual Catalytic C–C Bond-Functionalization
title_fullStr An Integrated 12C/13C Exchange Platform for Accessing Isotopically-Labeled Ketones via Dual Catalytic C–C Bond-Functionalization
title_full_unstemmed An Integrated 12C/13C Exchange Platform for Accessing Isotopically-Labeled Ketones via Dual Catalytic C–C Bond-Functionalization
title_sort An Integrated 12C/13C Exchange Platform for Accessing Isotopically-Labeled Ketones via Dual Catalytic C–C Bond-Functionalization
dc.creator.none.fl_str_mv Geng, Hui-Qing
Velasco-Rubio, Álvaro
Jaramillo-Cassà, Eva
Kócsi, Daniel
García-Losada, Pablo
de Frutos, Oscar
Martin, Ruben
author Geng, Hui-Qing
author_facet Geng, Hui-Qing
Velasco-Rubio, Álvaro
Jaramillo-Cassà, Eva
Kócsi, Daniel
García-Losada, Pablo
de Frutos, Oscar
Martin, Ruben
author_role author
author2 Velasco-Rubio, Álvaro
Jaramillo-Cassà, Eva
Kócsi, Daniel
García-Losada, Pablo
de Frutos, Oscar
Martin, Ruben
author2_role author
author
author
author
author
author
dc.subject.none.fl_str_mv Química
54
topic Química
54
description Herein, we describe an integrated diacylation/acylation platform that formally converts simple ketones into their 13C-labeled homologues. The method relies on the propensity of proaromatic dihydroquinazolinones to generate open-shell species via C–C bond-functionalization aided by photoinduced single-electron transfer prior to interception with a properly labeled 13C-carbonyl derivative. The protocol is characterized by its broad applicability, thus offering a distinct gateway to access 13C-labeled ketones from their parent nonlabeled analogues.
publishDate 2025
dc.date.none.fl_str_mv 2025
dc.type.none.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/2072/489068
https://doi.org/10.1021/acscatal.5c06571
url http://hdl.handle.net/2072/489068
https://doi.org/10.1021/acscatal.5c06571
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv ICIQ Foundation
FEDER/MCI PID2021-123801NB-I00
PID2024-160739NB-I00/MICIU/AEI 10.13039/501100011033/FEDER,UE
2021 SGR 001258
MCI/AIE (Severo Ochoa Excellence Accreditation 2002-2023 CEX2019-000925-S
E.J.C. thanks “Joan Oro” predoctoral fellowship from Generalitat de Catalunya (2025 FI-1 00157)
dc.rights.none.fl_str_mv Attribution 4.0 International
http://creativecommons.org/licenses/by/4.0/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Attribution 4.0 International
http://creativecommons.org/licenses/by/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 6 p.
application/pdf
dc.publisher.none.fl_str_mv ACS Publications
publisher.none.fl_str_mv ACS Publications
dc.source.none.fl_str_mv RECERCAT (Dipòsit de la Recerca de Catalunya)
reponame:Recercat. Dipósit de la Recerca de Catalunya
instname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
instname_str Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
reponame_str Recercat. Dipósit de la Recerca de Catalunya
collection Recercat. Dipósit de la Recerca de Catalunya
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,812429

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