American Chemical Society
jo5b01924_si_001.cif (231.34 kB)

Yb(OTf)3‑Mediated Access to Furans from β‑Ketothioamides via Eschenmoser Sulfide Contraction Reaction

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posted on 2015-12-18, 00:00 authored by Ming Li, Xiang-Jing Kong, Li-Rong Wen
A mild and straightforward synthetic protocol for construction of a furan skeleton promoted by Yb­(OTf)3 from β-ketothioamides and arylglyoxals has been developed at room temperature. Importantly, this protocol involves a tandem sequence that includes aldol condensation, N-cyclization, ring opening, O-cyclization, S-cyclization, and Eschenmoser sulfide contraction.