Visible-Light Mediated Energy Transfer Enables the Synthesis of β-Lactams via Intramolecular Hydrogen Atom Transfer

Meghan J Oddy, Daniel A Kusza, Ryan G Epton, Jason M Lynam, William P Unsworth, Wade F Petersen

Research output: Contribution to journalArticlepeer-review

Abstract

The synthesis of 2-azetidinones (β-lactams) from simple acrylamide starting materials by visible-light mediated energy transfer catalysis is reported. The reaction features a C(sp3 )-H functionalization via a variation of the Norrish-Yang photocyclization involving a carbon-to-carbon 1,5-hydrogen atom transfer (supported by deuterium labelling and DFT calculations) and can be used for the construction of a diverse range of β-lactam products.

Original languageEnglish
Article numbere202213086
JournalAngewandte Chemie International Edition
Volume61
Issue number48
Early online date26 Oct 2022
DOIs
Publication statusPublished - 18 Nov 2022

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