Electrochemical Synthesis of γ-Lactones from the Intermolecular Oxidative Coupling between Malonates and Styrenes
We report a ferrocene-mediated electrochemical intermolecular oxidative annulation between malonates and styrenes that avoids the use of excess oxidants such as Mn(OAc)<sub>3</sub>. The reaction proceeds via presumably the generation of a malonyl radical that adds to the styrene. After further anodic oxidation, the resulting benzylic carbocation is intercepted by one of the esters to deliver the desired γ-lactones.
Authors
- Cyrille Kouklovsky (ORCID: https://orcid.org/0000-0001-5399-9469)
- Guillaume Vincent (ORCID: https://orcid.org/0000-0003-3162-1320)
- Régis Guillot (ORCID: https://orcid.org/0000-0002-9003-0670)
- Antoine Lefevre
Institutions
- Centre National de la Recherche Scientifique (FR)
- Université Paris-Saclay (FR)
- Institut de Chimie Moléculaire et des Matériaux d'Orsay (FR)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-03-17
- DOI
- https://doi.org/10.1021/acs.joc.5c00228
- Citations
- 1
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- Agence Nationale de la Recherche
- Centre National de la Recherche Scientifique
- Université Paris-Saclay