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Download fileTransition-Metal-Free Synthesis of C3-Arylated Benzofurans from Benzothiophenes and Phenols
journal contribution
posted on 2019-03-08, 13:10 authored by K Yang, A Pulis, GJP Perry, DJ ProcterWe 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.
Funding
EPSRC (Established Career Fellowship to D.J.P.; EP/M005062/1)
History
Citation
Organic Letters, 2019, 20 (23), pp. 7498-7503Author affiliation
/Organisation/COLLEGE OF SCIENCE AND ENGINEERING/Department of ChemistryVersion
- AM (Accepted Manuscript)