Autor: |
Bec Roldan, Travis Hammerstad, Matthew Galliher, Mitchell Keylor, Derek Pratt, Corey Stephenson |
Rok vydání: |
2022 |
DOI: |
10.26434/chemrxiv-2022-2bmrf |
Popis: |
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 dihydrobenzofurans provides superb functional group tolerance and a unified approach for the synthesis of resveratrol-based natural products. |
Databáze: |
OpenAIRE |
Externí odkaz: |
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