Journal
ORGANIC LETTERS
Volume 20, Issue 23, Pages 7522-7525Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b03278
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Funding
- National Science Foundation of China [21722204, 21472112]
- Fok Ying Tung Education Foundation [151035]
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A practical and modular three-component alkene oxyarylation with benzoquinone and H2O to rapidly access C-3-substituted dihydrobenzofurans has been developed. The (NH4)(2)S2O8-mediated redox-relay process has an excellent regioselectivity and functional group tolerance and exhibits a broad scope of simple alkenes, rapidly furnishing a variety of the substructures that would require multiple steps to prepare with traditional methods. Mechanistic studies revealed a dual role of benzoquinone serving as both the arylation agent and the origin of dihydroquinone for the reductive cyclization step.
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