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

Autor: Oddy MJ; Department of Chemistry, University of Cape Town, Rondebosch, Cape Town, 7700, South Africa., Kusza DA; Department of Chemistry, University of Cape Town, Rondebosch, Cape Town, 7700, South Africa., Epton RG; Department of Chemistry, University of York, York, YO10 5DD, UK., Lynam JM; Department of Chemistry, University of York, York, YO10 5DD, UK., Unsworth WP; Department of Chemistry, University of York, York, YO10 5DD, UK., Petersen WF; Department of Chemistry, University of Cape Town, Rondebosch, Cape Town, 7700, South Africa.
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2022 Nov 25; Vol. 61 (48), pp. e202213086. Date of Electronic Publication: 2022 Oct 26.
DOI: 10.1002/anie.202213086
Abstrakt: 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.
(© 2022 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.)
Databáze: MEDLINE
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