Fe(III)-Catalyzed Highly Efficient Oxidative Cross-Coupling of 2-Naphthols and 2,6-Dihydroxynaphthalene with Furans
Shon Gangai1, Dipti Naik1, Deepak Datta Gaonkar1
1School of Chemical & Materials Sciences, Indian Institute of Technology Goa, Farmagudi, Goa 403401, India.
Abstract:
Catalytic oxidative cross-coupling has emerged as a vital tool for C-C bond formation. Herein, we disclose a hitherto unknown highly efficient catalytic oxidative cross-coupling of furans with 2-naphthols and 2,6-dihydroxynaphthalene using an earth-abundant Fe(III) catalyst. The methodology is characterized by exquisite chemoselectivity in oxidation, high cross-selectivity in coupling, excellent functional group tolerance, and a broad substrate scope. Mechanistic studies indicate chemoselective oxidation of naphthol in the presence of furan, despite their comparable oxidation potentials (ΔEox of 0.15 V).
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