Issue 35, 2023

Metal-free, photoinduced remote C(sp3)–H borylation

Abstract

Here, we describe a protocol for the metal-free, photo-induced borylation of unactivated C(sp3)–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(sp3)–H borylation of natural product derivatives and drug-like compounds.

Graphical abstract: Metal-free, photoinduced remote C(sp3)–H borylation

Supplementary files

Article information

Article type
Edge Article
Submitted
14 Jun 2023
Accepted
10 Aug 2023
First published
22 Aug 2023
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2023,14, 9476-9481

Metal-free, photoinduced remote C(sp3)–H borylation

J. He and S. P. Cook, Chem. Sci., 2023, 14, 9476 DOI: 10.1039/D3SC03048B

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