Dioxazolones as electrophilic amide sources in copper-catalyzed and -mediated transformations

Over the past decade, dioxazolones have been widely used as N-acylamide sources in amidation processes of challenging substrates, typically employing precious transition metals. However, these catalytic systems often present several challenges associated with cost, toxicity, stability, and recyclabi...

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Main Authors: Seungmin Lee, Minsuk Kim, Hyewon Han, Jongwoo Son
Format: Article
Language:English
Published: Beilstein-Institut 2025-01-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.21.12
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author Seungmin Lee
Minsuk Kim
Hyewon Han
Jongwoo Son
author_facet Seungmin Lee
Minsuk Kim
Hyewon Han
Jongwoo Son
author_sort Seungmin Lee
collection DOAJ
description Over the past decade, dioxazolones have been widely used as N-acylamide sources in amidation processes of challenging substrates, typically employing precious transition metals. However, these catalytic systems often present several challenges associated with cost, toxicity, stability, and recyclability. Among the 3d transition metals, copper catalysts have been gaining increasing attention owing to their abundance, cost-effectiveness, and sustainability. Recently, these catalytic systems have been applied to the chemical transformation of dioxazolones, conferring a convenient protocol towards amidated products. This review highlights recent advancements in the synthetic transformations of dioxazolones, with particular examples of copper salts.
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series Beilstein Journal of Organic Chemistry
spelling doaj-art-6a1982e6cb9e4d9aa2933c7a34b545622025-02-03T09:10:17ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972025-01-0121120021610.3762/bjoc.21.121860-5397-21-12Dioxazolones as electrophilic amide sources in copper-catalyzed and -mediated transformationsSeungmin Lee0Minsuk Kim1Hyewon Han2Jongwoo Son3Department of Chemistry, Dong-A University, Busan 49315, South Korea Department of Chemical Engineering (BK21 FOUR Graduate Program), Dong-A University, Busan 49315, South Korea Department of Chemistry, Dong-A University, Busan 49315, South Korea Department of Chemistry, Dong-A University, Busan 49315, South Korea Over the past decade, dioxazolones have been widely used as N-acylamide sources in amidation processes of challenging substrates, typically employing precious transition metals. However, these catalytic systems often present several challenges associated with cost, toxicity, stability, and recyclability. Among the 3d transition metals, copper catalysts have been gaining increasing attention owing to their abundance, cost-effectiveness, and sustainability. Recently, these catalytic systems have been applied to the chemical transformation of dioxazolones, conferring a convenient protocol towards amidated products. This review highlights recent advancements in the synthetic transformations of dioxazolones, with particular examples of copper salts.https://doi.org/10.3762/bjoc.21.12amidationcopper saltsdioxazoloneselectrophilic nitrogenn-acyl nitrene
spellingShingle Seungmin Lee
Minsuk Kim
Hyewon Han
Jongwoo Son
Dioxazolones as electrophilic amide sources in copper-catalyzed and -mediated transformations
Beilstein Journal of Organic Chemistry
amidation
copper salts
dioxazolones
electrophilic nitrogen
n-acyl nitrene
title Dioxazolones as electrophilic amide sources in copper-catalyzed and -mediated transformations
title_full Dioxazolones as electrophilic amide sources in copper-catalyzed and -mediated transformations
title_fullStr Dioxazolones as electrophilic amide sources in copper-catalyzed and -mediated transformations
title_full_unstemmed Dioxazolones as electrophilic amide sources in copper-catalyzed and -mediated transformations
title_short Dioxazolones as electrophilic amide sources in copper-catalyzed and -mediated transformations
title_sort dioxazolones as electrophilic amide sources in copper catalyzed and mediated transformations
topic amidation
copper salts
dioxazolones
electrophilic nitrogen
n-acyl nitrene
url https://doi.org/10.3762/bjoc.21.12
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AT minsukkim dioxazolonesaselectrophilicamidesourcesincoppercatalyzedandmediatedtransformations
AT hyewonhan dioxazolonesaselectrophilicamidesourcesincoppercatalyzedandmediatedtransformations
AT jongwooson dioxazolonesaselectrophilicamidesourcesincoppercatalyzedandmediatedtransformations