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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-...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2023
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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. |
format | Online Article Text |
id | pubmed-10176041 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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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