American Chemical Society
ol1c03689_si_001.pdf (9.63 MB)

Construction of Hydrodibenzo[b,d]furan Frameworks from Morita–Baylis–Hillman Carbonates of Isatins and o‑Hydroxy Enones via Palladium and Brønsted Base Relay Catalysis

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journal contribution
posted on 2021-12-10, 13:36 authored by Ze-Liang He, Peng Chen, Zhi-Chao Chen, Wei Du, Ying-Chun Chen
A cascade assembly between isatin-derived Morita–Baylis–Hillman carbonates and o-hydroxybenzylideneacetones has been developed under the relay catalysis of Pd­(PPh3)4 and DBU, affording a spectrum of 1,2,3,4-tetrahydrodibenzo­[b,d]­furan architectures incorporating a spirooxindole motif in moderate to good yields with excellent diastereoselectivity. The fused indole analogues were similarly furnished by employing the benzylideneacetones having an o-TsNH group.