Nature research paper: Intermolecular [2π+2σ]-photocycloaddition enabled by triplet energy transfer
We are providing an unedited version of this manuscript to give early access to its findings. Before final publication, the manuscript will undergo further editing. Please note there may be errors present which affect the content, and all legal disclaimers apply.For more than one century, photochemical [2+2]-cycloadditions have been used by synthetic chemists to make cyclobutanes, four-membered carbon-based rings.
Here, we report an intermolecular [2+2]-photocycloaddition which uses bicyclo[1.1.0]butanes as 2σ-electron reactants. This strain-release-driven [2π+2σ]-photocycloaddition reaction was realized by visible light-mediated triplet energy transfer catalysis. A simple, modular, and diastereoselective synthesis of bicyclo[2.1.1]hexanes from heterocyclic olefin coupling partners, namely coumarins, flavones and indoles, is disclosed.
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