Literature DB >> 19655046

Sulfenylation Chemistry using Polymer-Supported Sulfides.

David C Forbes1, Sampada V Bettigeri, Nahla N Al-Azzeh, Brian P Finnigan, Joseph A Kundukulam.   

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.

Entities:  

Year:  2009        PMID: 19655046      PMCID: PMC2719987          DOI: 10.1016/j.tetlet.2009.02.009

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  4 in total

1.  [Concerning seven-ring-homologs in the chlordan series].

Authors:  K H Büchel; A Conte
Journal:  Chem Ber       Date:  1967

2.  Aryl-substituted sulfonium betaines: preparation and use in the epoxidation of aldehydes.

Authors:  David C Forbes; Sejal R Amin; Christie J Bean; Michael C Standen
Journal:  J Org Chem       Date:  2006-10-13       Impact factor: 4.354

3.  Sulfur ylides via decarboxylation of carboxymethylsulfonium betaines: a novel and mild protocol for the preparation of oxiranes.

Authors:  David C Forbes; Michael C Standen; Derrick L Lewis
Journal:  Org Lett       Date:  2003-06-26       Impact factor: 6.005

4.  S-Methylidene Agents: Preparation of Chiral Non-Racemic Heterocycles.

Authors:  David C Forbes; Sampada V Bettigeri; Samit A Patrawala; Susanna C Pischek; Michael C Standen
Journal:  Tetrahedron       Date:  2009-01-03       Impact factor: 2.457

  4 in total

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