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

Meghan J OddyDaniel A KuszaRyan G Epton Jason M Lynam William P Unsworth Wade F Petersen

Published in: Angewandte Chemie (International ed. in English) (2022)

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(sp 3 )-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.

Keyphrases

visible light
energy transfer
electron transfer
molecular dynamics
quantum dots
density functional theory
molecular dynamics simulations