2023
DOI: 10.26434/chemrxiv-2022-2bmrf-v2
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Leveraging the persistent radical effect in the synthesis of trans-2,3-diaryl-dihydrobenzofurans

Abstract: A simple method for accessing trans-2,3-diaryl-dihydrobenzofurans is reported. This approach leverages a persistent radical equilibrium between quinone methide dimers and the persistent phenoxyl radicals derived therefrom. This equilibrium is disrupted by phenols that yield transient phenoxyl radicals, leading to cross-coupling between persistent and transient radicals. The resultant quinone methides with pendant phenols rapidly cyclize to dihydrobenzofurans (DHBs). This putatively biomimetic access to dihydro… Show more

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