Transition-metal Free Visible Light Photoredox-catalyzed Remote C(sp3)-H Borylation Enabled by 1,5-Hydrogen Atom Transfer

28 November 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


We describe a transition-metal free, photoredox-catalyzed borylation method of unactivated C(sp3)-H bonds via initiated 1,5-hydrogen atom transfer (HAT). The remote borylation was directed by 1,5-HAT of the amidyl radical, which was generated by photocatalytic reduction of hydroxamic acid derivatives. Substrates bearing primary, secondary and tertiary C(sp3)-H bonds could all be accommodated in this remote borylation protocol, giving moderate to good yields of the desired products (up to 92%), and a series of functional groups were tolerated. Mechanistic studies, including radical clock experiments and DFT calculations, gave detailed insight into the 1,5-HAT borylation process.


transition metal-free
C-H bond functionalization


Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.