Transition-Metal-Free Synthesis of C3-Arylated Benzofurans from Benzothiophenes and Phenols.
Kevin YangAlexander P PulisGregory J P PerryDavid J ProcterPublished in: Organic letters (2018)
We report a transition-metal-free synthesis of benzofurans from benzothiophenes and phenols that exploits the unique reactivity of sulfoxides. Through a sequence involving an interrupted Pummerer reaction and [3,3] sigmatropic rearrangement, phenols can be combined with readily accessible yet synthetically unexplored benzothiophene S-oxides to provide C3-arylated benzofuran products. The products from this approach can undergo subsequent functionalization to gain access to a range of important benzofuran derivatives.
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