Copper-Catalyzed Intramolecular Olefinic C(sp(2))–H Amidation for the Synthesis of γ-Alkylidene-γ-lactams

Herein, we report the copper-catalyzed dehydrogenative C(sp(2))–N bond formation of 4-pentenamides via nitrogen-centered radicals. This reaction provides a straightforward and efficient preparation method for γ-alkylidene-γ-lactams. Notably, we could controllably synthesize α,β-unsaturated- or α,β-s...

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Detalles Bibliográficos
Autores principales: Nozawa-Kumada, Kanako, Hayashi, Masahito, Kwon, Eunsang, Shigeno, Masanori, Yada, Akira, Kondo, Yoshinori
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10537769/
https://www.ncbi.nlm.nih.gov/pubmed/37764458
http://dx.doi.org/10.3390/molecules28186682
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author Nozawa-Kumada, Kanako
Hayashi, Masahito
Kwon, Eunsang
Shigeno, Masanori
Yada, Akira
Kondo, Yoshinori
author_facet Nozawa-Kumada, Kanako
Hayashi, Masahito
Kwon, Eunsang
Shigeno, Masanori
Yada, Akira
Kondo, Yoshinori
author_sort Nozawa-Kumada, Kanako
collection PubMed
description Herein, we report the copper-catalyzed dehydrogenative C(sp(2))–N bond formation of 4-pentenamides via nitrogen-centered radicals. This reaction provides a straightforward and efficient preparation method for γ-alkylidene-γ-lactams. Notably, we could controllably synthesize α,β-unsaturated- or α,β-saturated-γ-alkylidene-γ-lactams depending on the reaction conditions.
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spelling pubmed-105377692023-09-29 Copper-Catalyzed Intramolecular Olefinic C(sp(2))–H Amidation for the Synthesis of γ-Alkylidene-γ-lactams Nozawa-Kumada, Kanako Hayashi, Masahito Kwon, Eunsang Shigeno, Masanori Yada, Akira Kondo, Yoshinori Molecules Communication Herein, we report the copper-catalyzed dehydrogenative C(sp(2))–N bond formation of 4-pentenamides via nitrogen-centered radicals. This reaction provides a straightforward and efficient preparation method for γ-alkylidene-γ-lactams. Notably, we could controllably synthesize α,β-unsaturated- or α,β-saturated-γ-alkylidene-γ-lactams depending on the reaction conditions. MDPI 2023-09-18 /pmc/articles/PMC10537769/ /pubmed/37764458 http://dx.doi.org/10.3390/molecules28186682 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Communication
Nozawa-Kumada, Kanako
Hayashi, Masahito
Kwon, Eunsang
Shigeno, Masanori
Yada, Akira
Kondo, Yoshinori
Copper-Catalyzed Intramolecular Olefinic C(sp(2))–H Amidation for the Synthesis of γ-Alkylidene-γ-lactams
title Copper-Catalyzed Intramolecular Olefinic C(sp(2))–H Amidation for the Synthesis of γ-Alkylidene-γ-lactams
title_full Copper-Catalyzed Intramolecular Olefinic C(sp(2))–H Amidation for the Synthesis of γ-Alkylidene-γ-lactams
title_fullStr Copper-Catalyzed Intramolecular Olefinic C(sp(2))–H Amidation for the Synthesis of γ-Alkylidene-γ-lactams
title_full_unstemmed Copper-Catalyzed Intramolecular Olefinic C(sp(2))–H Amidation for the Synthesis of γ-Alkylidene-γ-lactams
title_short Copper-Catalyzed Intramolecular Olefinic C(sp(2))–H Amidation for the Synthesis of γ-Alkylidene-γ-lactams
title_sort copper-catalyzed intramolecular olefinic c(sp(2))–h amidation for the synthesis of γ-alkylidene-γ-lactams
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10537769/
https://www.ncbi.nlm.nih.gov/pubmed/37764458
http://dx.doi.org/10.3390/molecules28186682
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