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Article: Visible-light-induced radical cascade reaction to prepare oxindoles via alkyl radical addition to N-arylacryl amides

TitleVisible-light-induced radical cascade reaction to prepare oxindoles via alkyl radical addition to N-arylacryl amides
Authors
Cheng, HanchaoLuo, YunfengLam, Tsz-LungLiu, YungenChe, Chi-Ming
Issue Date25-Oct-2022
PublisherRoyal Society of Chemistry
Citation
Organic Chemistry Frontiers, 2022, v. 9, n. 21, p. 5962-5968 How to Cite?
DOI: http://dx.doi.org/10.1039/d2qo01140a
Abstract

Herein we describe a photochemical approach towards oxindoles by the radical cascade reaction of alpha,beta-unsaturated N-arylacryl amides with alkyl bromides or iodides upon visible light irradiation. This transition metal- and photosensitizer-free protocol afforded diverse oxindoles with C3 quaternary centers in high product yields under mild reaction conditions. Importantly, the method was applicable to prepare the core skeletons of (+/-)-physovenine, (+/-)-esermethole and (+/-)-physostigmine.


Persistent Identifierhttp://hdl.handle.net/10722/331344
ISSN
2052-4110
2023 SCImago Journal Rankings: 1.016
ISI Accession Number ID
WOS:000858922200001

 

DC FieldValueLanguage
dc.contributor.authorCheng, Hanchao-
dc.contributor.authorLuo, Yunfeng-
dc.contributor.authorLam, Tsz-Lung-
dc.contributor.authorLiu, Yungen-
dc.contributor.authorChe, Chi-Ming-
dc.date.accessioned2023-09-21T06:54:53Z-
dc.date.available2023-09-21T06:54:53Z-
dc.date.issued2022-10-25-
dc.identifier.citationOrganic Chemistry Frontiers, 2022, v. 9, n. 21, p. 5962-5968-
dc.identifier.issn2052-4110-
dc.identifier.urihttp://hdl.handle.net/10722/331344-
dc.description.abstract<p>Herein we describe a photochemical approach towards oxindoles by the radical cascade reaction of alpha,beta-unsaturated N-arylacryl amides with alkyl bromides or iodides upon visible light irradiation. This transition metal- and photosensitizer-free protocol afforded diverse oxindoles with C3 quaternary centers in high product yields under mild reaction conditions. Importantly, the method was applicable to prepare the core skeletons of (+/-)-physovenine, (+/-)-esermethole and (+/-)-physostigmine.<br></p>-
dc.languageeng-
dc.publisherRoyal Society of Chemistry-
dc.relation.ispartofOrganic Chemistry Frontiers-
dc.titleVisible-light-induced radical cascade reaction to prepare oxindoles via alkyl radical addition to N-arylacryl amides-
dc.typeArticle-
dc.identifier.doi10.1039/d2qo01140a-
dc.identifier.scopuseid_2-s2.0-85139903536-
dc.identifier.volume9-
dc.identifier.issue21-
dc.identifier.spage5962-
dc.identifier.epage5968-
dc.identifier.eissn2052-4129-
dc.identifier.isiWOS:000858922200001-
dc.identifier.issnl2052-4110-

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