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Updated: Feb 1, 2026

Synthesis of Ligand-free CdS Nanoparticles within a Sulfur Copolymer Matrix
Published on: May 1, 2016
Dealkylative intercepted rearrangement reactions of sulfur ylides
Claire Empel1, Katharina J Hock, Rene M Koenigs
1RWTH Aachen University, Institute of Organic Chemistry, Landoltweg 1, D-52074 Aachen, Germany. rene.koenigs@rwth-aachen.de.
Abstract:
Sulfur ylides are well-known to undergo sigmatropic rearrangement reaction. Herein, we describe a novel reactivity of sulfur ylides, which provides access to the product of a formal functional group metathesis upon dealkylative interception of the rearrangement process. Using a simple iron catalyst and in situ generated diazoalkanes this method provides access to α-mercaptoacetonitrile derivatives.
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The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.

