Journal
TETRAHEDRON LETTERS
Volume 50, Issue 16, Pages 1855-1857Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.02.009
Keywords
Polymer-supported synthesis; Sulfenylation
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Funding
- NIGMS (NIH NIGMS) [1R15GM085936]
- NSF [CHE 0514004]
- Camille and Henry Dreyfus Foundation [TH-06-008]
- Alabama Space Grant Scholars Program
- University of South Alabama
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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. (C) 2009 Elsevier Ltd. All rights reserved.
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