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Metal-free, photoinduced remote C(sp(3))–H borylation
Here, we describe a protocol for the metal-free, photo-induced borylation of unactivated C(sp(3))–H bonds distal to an O-oxalate hydroxamic ester functionality. The methodology requires only substrate and bis(catecholato)diboron under light irradiation to effect the desired transformation. A range o...
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/PMC10498503/ https://www.ncbi.nlm.nih.gov/pubmed/37712044 http://dx.doi.org/10.1039/d3sc03048b |
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author | He, Jiachen Cook, Silas P. |
author_facet | He, Jiachen Cook, Silas P. |
author_sort | He, Jiachen |
collection | PubMed |
description | Here, we describe a protocol for the metal-free, photo-induced borylation of unactivated C(sp(3))–H bonds distal to an O-oxalate hydroxamic ester functionality. The methodology requires only substrate and bis(catecholato)diboron under light irradiation to effect the desired transformation. A range of linear and cyclic tertiary and secondary borylation products are obtained in good yields and high site-selectivity enabling the late-stage C(sp(3))–H borylation of natural product derivatives and drug-like compounds. |
format | Online Article Text |
id | pubmed-10498503 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-104985032023-09-14 Metal-free, photoinduced remote C(sp(3))–H borylation He, Jiachen Cook, Silas P. Chem Sci Chemistry Here, we describe a protocol for the metal-free, photo-induced borylation of unactivated C(sp(3))–H bonds distal to an O-oxalate hydroxamic ester functionality. The methodology requires only substrate and bis(catecholato)diboron under light irradiation to effect the desired transformation. A range of linear and cyclic tertiary and secondary borylation products are obtained in good yields and high site-selectivity enabling the late-stage C(sp(3))–H borylation of natural product derivatives and drug-like compounds. The Royal Society of Chemistry 2023-08-22 /pmc/articles/PMC10498503/ /pubmed/37712044 http://dx.doi.org/10.1039/d3sc03048b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry He, Jiachen Cook, Silas P. Metal-free, photoinduced remote C(sp(3))–H borylation |
title | Metal-free, photoinduced remote C(sp(3))–H borylation |
title_full | Metal-free, photoinduced remote C(sp(3))–H borylation |
title_fullStr | Metal-free, photoinduced remote C(sp(3))–H borylation |
title_full_unstemmed | Metal-free, photoinduced remote C(sp(3))–H borylation |
title_short | Metal-free, photoinduced remote C(sp(3))–H borylation |
title_sort | metal-free, photoinduced remote c(sp(3))–h borylation |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10498503/ https://www.ncbi.nlm.nih.gov/pubmed/37712044 http://dx.doi.org/10.1039/d3sc03048b |
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