Silver-catalyzed cascade cyclization and functionalization of N-aryl-4-pentenamides: an efficient route to γ-lactam-substituted quinone derivatives

The synthesis of γ-lactam-substituted quinone derivatives through a Ag(2)O-catalyzed cascade cyclization and functionalization of N-aryl-4-pentenamides has been developed. Related 2-oxazolidinone substituted quinone products can be also obtained with N-aryl allyl carbamates. The reactions proceed th...

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Detalles Bibliográficos
Autores principales: Fang, Zeguo, Xie, Lin, Wang, Liang, Zhang, Qian, Li, Dong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9490777/
https://www.ncbi.nlm.nih.gov/pubmed/36320855
http://dx.doi.org/10.1039/d2ra05283k
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author Fang, Zeguo
Xie, Lin
Wang, Liang
Zhang, Qian
Li, Dong
author_facet Fang, Zeguo
Xie, Lin
Wang, Liang
Zhang, Qian
Li, Dong
author_sort Fang, Zeguo
collection PubMed
description The synthesis of γ-lactam-substituted quinone derivatives through a Ag(2)O-catalyzed cascade cyclization and functionalization of N-aryl-4-pentenamides has been developed. Related 2-oxazolidinone substituted quinone products can be also obtained with N-aryl allyl carbamates. The reactions proceed through an amidyl radical-initiated 5-exo-trig cyclization and followed radical addition to quinones. They provide an efficient route to various γ-lactam-substituted quinone derivatives with a wide range of substrate scope.
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spelling pubmed-94907772022-10-31 Silver-catalyzed cascade cyclization and functionalization of N-aryl-4-pentenamides: an efficient route to γ-lactam-substituted quinone derivatives Fang, Zeguo Xie, Lin Wang, Liang Zhang, Qian Li, Dong RSC Adv Chemistry The synthesis of γ-lactam-substituted quinone derivatives through a Ag(2)O-catalyzed cascade cyclization and functionalization of N-aryl-4-pentenamides has been developed. Related 2-oxazolidinone substituted quinone products can be also obtained with N-aryl allyl carbamates. The reactions proceed through an amidyl radical-initiated 5-exo-trig cyclization and followed radical addition to quinones. They provide an efficient route to various γ-lactam-substituted quinone derivatives with a wide range of substrate scope. The Royal Society of Chemistry 2022-09-21 /pmc/articles/PMC9490777/ /pubmed/36320855 http://dx.doi.org/10.1039/d2ra05283k Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Fang, Zeguo
Xie, Lin
Wang, Liang
Zhang, Qian
Li, Dong
Silver-catalyzed cascade cyclization and functionalization of N-aryl-4-pentenamides: an efficient route to γ-lactam-substituted quinone derivatives
title Silver-catalyzed cascade cyclization and functionalization of N-aryl-4-pentenamides: an efficient route to γ-lactam-substituted quinone derivatives
title_full Silver-catalyzed cascade cyclization and functionalization of N-aryl-4-pentenamides: an efficient route to γ-lactam-substituted quinone derivatives
title_fullStr Silver-catalyzed cascade cyclization and functionalization of N-aryl-4-pentenamides: an efficient route to γ-lactam-substituted quinone derivatives
title_full_unstemmed Silver-catalyzed cascade cyclization and functionalization of N-aryl-4-pentenamides: an efficient route to γ-lactam-substituted quinone derivatives
title_short Silver-catalyzed cascade cyclization and functionalization of N-aryl-4-pentenamides: an efficient route to γ-lactam-substituted quinone derivatives
title_sort silver-catalyzed cascade cyclization and functionalization of n-aryl-4-pentenamides: an efficient route to γ-lactam-substituted quinone derivatives
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9490777/
https://www.ncbi.nlm.nih.gov/pubmed/36320855
http://dx.doi.org/10.1039/d2ra05283k
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