Sulfenylation chemistry using polymer-supported sulfides |
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| Authors: | David C Forbes Sampada V Bettigeri Brian P Finnigan |
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| Institution: | a Department of Chemistry, University of South Alabama, Mobile, AL 36688, USA
b Murphy High School, 100 S. Carlen St., Mobile, AL 36606, USA |
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| Abstract: | Clean sulfenylations are observed upon reaction of activated methylenes with phenyl succinimidyl sulfide. When working with diethyl benzylmalonate, the sulfenylated product can be selectively oxidized and thermally fragmented affording phenylsulfenic acid, initially, and diethyl benzylidenemalonate. The developed method was applied using a polymer-supported thioanisole derivative (JandaJel). Formation of the enedicarboxylate documents proof of principle of polymer-supported sulfides as sulfenylating agents onto activated methylenes. |
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| Keywords: | Polymer-supported synthesis Sulfenylation |
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