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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...

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Detalles Bibliográficos
Autores principales: He, Jiachen, Cook, Silas P.
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/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.
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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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