A two-component pericyclic reaction for synthesis of substituted benzofurans and aryl-quaternary carbon bonds

J B Hendrickson; M A Walker

doi:10.1021/ol000113n

A two-component pericyclic reaction for synthesis of substituted benzofurans and aryl-quaternary carbon bonds

Org Lett. 2000 Sep 7;2(18):2729-31. doi: 10.1021/ol000113n.

Authors

J B Hendrickson¹, M A Walker

Affiliation

¹ Department of Chemistry, Brandeis University, Waltham, Massachusetts 02454-9110, USA. jbh@jbh.chem.brandeis.edu

PMID: 10964351
DOI: 10.1021/ol000113n

Abstract

The reaction shown is presumed to be a new [3,3]-sigmatropic rearrangement involving an O-arylsulfoxonium species or related sulfurane. It allows a sulfoxide and a phenol to be joined and rearranged in one operation at or below room temperature, coupling an aromatic to a quaternary carbon and creating benzofurans or articulated dihydrobenzofurans in a number of examples.