AI Article Synopsis
- The study introduces a new photoredox-catalyzed reaction that combines Conia-ene cyclization and Smiles rearrangement using alkyne-tethered α-sulfonyl esters.
- This method enables the efficient creation of diverse and highly substituted methylenecarbocycles.
- It also reveals an innovative mechanistic pathway involving aryl group migration, which is an advancement over the traditional 1,5-hydrogen shift found in typical Conia-ene reactions.
Article Abstract
We report a novel visible-light-driven photoredox-catalyzed cascade reaction involving Conia-ene-type cyclization and Smiles rearrangement initiated from alkyne-tethered α-sulfonyl esters. This methodology not only facilitates the rapid synthesis of a broad spectrum of highly substituted methylenecarbocycles but also introduces a new mechanistic pathway with aryl group migration, surpassing the conventional 1,5-hydrogen shift typically observed in Conia-ene reactions.
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| http://dx.doi.org/10.1021/acs.orglett.4c03033 | DOI Listing |
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