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Paper | Regular issue | Vol 81, No. 1, 2010, pp.117-143
Published online, 28th October, 2009
Published online, 28th October, 2009
DOI: 10.3987/COM-09-11840
■ Exploration of Braverman Reaction Chemistry. Synthesis of Tricyclic Dihydrothiophene Dioxide Derivatives from Bispropargyl Sulfones
Ken S. Feldman* and Brandon R. Selfridge
*Department of Chemistry, The Pennsylvania State University, University Park, PA 16802, U.S.A.
Abstract
The base-mediated bicyclization of unsymmetrical bispropargyl sulfones furnishes varying yields of dihydroisobenzothiophene dioxides through a presumed diradical intermediate. Attempts to trap a putative thiophene dioxide intermediate via Diels-Alder reaction with a pendant alkyne were not successful.
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