Deaminative Borylation of Aliphatic Amines Enabled by Visible Light Excitation of an Electron Donor-Acceptor Complex

Frederik Sandfort, Felix Strieth-kalthoff, Felix J. R. Klauck, Michael J. James, Frank Glorius

Research output: Contribution to journalArticlepeer-review

Abstract

A deaminative strategy for the borylation of aliphatic primary amines is described. Alkyl radicals derived from the single-electron reduction of redox-active pyridinium salts, which can be isolated or generated in situ, were borylated in a visible light-mediated reaction with bis(catecholato)diboron. No catalyst or further additives were required. The key electron donor–acceptor complex was characterized in detail by both experimental and computational investigations. The synthetic potential of this mild protocol was demonstrated through the late-stage functionalization of natural products and drug molecules.
Original languageEnglish
Pages (from-to)17210-17214
Number of pages5
JournalChemistry - A European Journal
Volume24
Issue number65
DOIs
Publication statusPublished - 5 Oct 2018

Fingerprint

Dive into the research topics of 'Deaminative Borylation of Aliphatic Amines Enabled by Visible Light Excitation of an Electron Donor-Acceptor Complex'. Together they form a unique fingerprint.

Cite this