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Visible-light-promoted N–H functionalization of O-substituted hydroxamic acid with diazo esters

Herein we report an N–H functionalization of O-substituted hydroxamic acid with diazo esters under blue LED irradiation conditions. The present transformations could be performed efficiently under mild conditions without use of catalyst, additive and N(2) atmosphere. Interestingly, when THF and 1,4-...

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Autores principales: Xia, Shuangshuang, Jian, Yongchan, Zhang, Liwen, Zhang, Cheng, An, Yuanyuan, Wang, Yubin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10176041/
https://www.ncbi.nlm.nih.gov/pubmed/37188246
http://dx.doi.org/10.1039/d3ra02407e
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author Xia, Shuangshuang
Jian, Yongchan
Zhang, Liwen
Zhang, Cheng
An, Yuanyuan
Wang, Yubin
author_facet Xia, Shuangshuang
Jian, Yongchan
Zhang, Liwen
Zhang, Cheng
An, Yuanyuan
Wang, Yubin
author_sort Xia, Shuangshuang
collection PubMed
description Herein we report an N–H functionalization of O-substituted hydroxamic acid with diazo esters under blue LED irradiation conditions. The present transformations could be performed efficiently under mild conditions without use of catalyst, additive and N(2) atmosphere. Interestingly, when THF and 1,4-dioxane were employed as the reaction solvents, an active oxonium ylide involved three-component reaction and an N–H insertion of carbene species into hydroxamate occurred, respectively.
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spelling pubmed-101760412023-05-13 Visible-light-promoted N–H functionalization of O-substituted hydroxamic acid with diazo esters Xia, Shuangshuang Jian, Yongchan Zhang, Liwen Zhang, Cheng An, Yuanyuan Wang, Yubin RSC Adv Chemistry Herein we report an N–H functionalization of O-substituted hydroxamic acid with diazo esters under blue LED irradiation conditions. The present transformations could be performed efficiently under mild conditions without use of catalyst, additive and N(2) atmosphere. Interestingly, when THF and 1,4-dioxane were employed as the reaction solvents, an active oxonium ylide involved three-component reaction and an N–H insertion of carbene species into hydroxamate occurred, respectively. The Royal Society of Chemistry 2023-05-12 /pmc/articles/PMC10176041/ /pubmed/37188246 http://dx.doi.org/10.1039/d3ra02407e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Xia, Shuangshuang
Jian, Yongchan
Zhang, Liwen
Zhang, Cheng
An, Yuanyuan
Wang, Yubin
Visible-light-promoted N–H functionalization of O-substituted hydroxamic acid with diazo esters
title Visible-light-promoted N–H functionalization of O-substituted hydroxamic acid with diazo esters
title_full Visible-light-promoted N–H functionalization of O-substituted hydroxamic acid with diazo esters
title_fullStr Visible-light-promoted N–H functionalization of O-substituted hydroxamic acid with diazo esters
title_full_unstemmed Visible-light-promoted N–H functionalization of O-substituted hydroxamic acid with diazo esters
title_short Visible-light-promoted N–H functionalization of O-substituted hydroxamic acid with diazo esters
title_sort visible-light-promoted n–h functionalization of o-substituted hydroxamic acid with diazo esters
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10176041/
https://www.ncbi.nlm.nih.gov/pubmed/37188246
http://dx.doi.org/10.1039/d3ra02407e
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