Abstract

AbstractHerein we present the use of low catalyst loading of PdCl(C3H5)dppb (1 mol%) to directly prepare 4‐CHO‐2‐arylbenzofurans by copper‐free tandem Sonogashira coupling‐cyclization under microwave irradiation. The method was utilized to prepare highly substituted analogues of viniferifuran, a biologically active resveratrol dimer. Key transformations included the application of PdCl(C3H5)dppb (5 mol%) catalyzed direct arylation of C‐3 sterically congested C‐2 and C‐4 substituted benzofuran substrates. Finally, we demonstrated that BCl3/TBAI is superior to BBr3 for final demethylation.

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