Copper-catalyzed [3 + 1] cyclization of cyclopropenes/diazo compounds and bromodifluoroacetamides: facile synthesis of α,α-difluoro-β-lactam derivatives

We have developed a novel copper-catalyzed cyclization of cyclopropenes/diazo compounds and bromodifluoroacetamides, efficiently synthesizing a series of α,α-difluoro-β-lactams in moderate to excellent yields under mild reaction conditions. This reaction represents the first example of [3 + 1] cycli...

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Detalles Bibliográficos
Autores principales: Zhang, Mengru, Li, Hexin, Zhao, Jinbo, Li, Yan, Zhang, Qian
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8442724/
https://www.ncbi.nlm.nih.gov/pubmed/34659719
http://dx.doi.org/10.1039/d1sc02930d
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author Zhang, Mengru
Li, Hexin
Zhao, Jinbo
Li, Yan
Zhang, Qian
author_facet Zhang, Mengru
Li, Hexin
Zhao, Jinbo
Li, Yan
Zhang, Qian
author_sort Zhang, Mengru
collection PubMed
description We have developed a novel copper-catalyzed cyclization of cyclopropenes/diazo compounds and bromodifluoroacetamides, efficiently synthesizing a series of α,α-difluoro-β-lactams in moderate to excellent yields under mild reaction conditions. This reaction represents the first example of [3 + 1] cyclization for the synthesis of β-lactams utilizing a metal carbene intermediate as the C1 synthon.
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spelling pubmed-84427242021-10-14 Copper-catalyzed [3 + 1] cyclization of cyclopropenes/diazo compounds and bromodifluoroacetamides: facile synthesis of α,α-difluoro-β-lactam derivatives Zhang, Mengru Li, Hexin Zhao, Jinbo Li, Yan Zhang, Qian Chem Sci Chemistry We have developed a novel copper-catalyzed cyclization of cyclopropenes/diazo compounds and bromodifluoroacetamides, efficiently synthesizing a series of α,α-difluoro-β-lactams in moderate to excellent yields under mild reaction conditions. This reaction represents the first example of [3 + 1] cyclization for the synthesis of β-lactams utilizing a metal carbene intermediate as the C1 synthon. The Royal Society of Chemistry 2021-07-29 /pmc/articles/PMC8442724/ /pubmed/34659719 http://dx.doi.org/10.1039/d1sc02930d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Zhang, Mengru
Li, Hexin
Zhao, Jinbo
Li, Yan
Zhang, Qian
Copper-catalyzed [3 + 1] cyclization of cyclopropenes/diazo compounds and bromodifluoroacetamides: facile synthesis of α,α-difluoro-β-lactam derivatives
title Copper-catalyzed [3 + 1] cyclization of cyclopropenes/diazo compounds and bromodifluoroacetamides: facile synthesis of α,α-difluoro-β-lactam derivatives
title_full Copper-catalyzed [3 + 1] cyclization of cyclopropenes/diazo compounds and bromodifluoroacetamides: facile synthesis of α,α-difluoro-β-lactam derivatives
title_fullStr Copper-catalyzed [3 + 1] cyclization of cyclopropenes/diazo compounds and bromodifluoroacetamides: facile synthesis of α,α-difluoro-β-lactam derivatives
title_full_unstemmed Copper-catalyzed [3 + 1] cyclization of cyclopropenes/diazo compounds and bromodifluoroacetamides: facile synthesis of α,α-difluoro-β-lactam derivatives
title_short Copper-catalyzed [3 + 1] cyclization of cyclopropenes/diazo compounds and bromodifluoroacetamides: facile synthesis of α,α-difluoro-β-lactam derivatives
title_sort copper-catalyzed [3 + 1] cyclization of cyclopropenes/diazo compounds and bromodifluoroacetamides: facile synthesis of α,α-difluoro-β-lactam derivatives
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8442724/
https://www.ncbi.nlm.nih.gov/pubmed/34659719
http://dx.doi.org/10.1039/d1sc02930d
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