Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 21, Pages 15631-15639Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c02164
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Funding
- Natural Science Foundation of Shandong Province [ZR2020MB007]
- Qufu Normal University
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The copper-catalyzed annulation of 3-aryl-2H-azirines with 2-naphthols allows for the rapid assembly of C-3-naphthol-substituted benzo[e]indoles in one pot through a cascade reaction. This method provides a new approach for the synthesis of important unreported pi-expanded naphthol/benzo[e]indole biaryls.
A copper-catalyzed annulation of 3-aryl-2H-azirines with 2-naphthols has been developed for the rapid assembly of C-3-naphthol-substituted benzo[e]indoles in one pot. This cascade reaction was realized through dearomatic nucleophilic ring opening of azirine, intramolecular cyclization, and oxidative cross-dehydrogenative coupling to furnish the important unreported pi-expanded naphthol/benzo[e]indole biaryls.
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