Issue 3, 2019

Dealkylative intercepted rearrangement reactions of sulfur ylides

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.

Graphical abstract: Dealkylative intercepted rearrangement reactions of sulfur ylides

Supplementary files

Article information

Article type
Communication
Submitted
05 Nov 2018
Accepted
02 Dec 2018
First published
03 Dec 2018

Chem. Commun., 2019,55, 338-341

Dealkylative intercepted rearrangement reactions of sulfur ylides

C. Empel, K. J. Hock and R. M. Koenigs, Chem. Commun., 2019, 55, 338 DOI: 10.1039/C8CC08821G

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