N‐Heterocyclic Carbene Mediated Sulfur Extrusion of Disulfides

Abstract: The sulfur extrusion from organic disulfides is a highly useful reaction recognised for the first time over 40 years ago. Unfortunately, it is mainly performed by aminophosphines, such as hexamethylphosphorus triamine, which is known to be very carcinogenic. This limits the application of the extrusion reaction especially for the synthesis of pharmaceutical products. We have developed a new method, using N‐heterocyclic carbenes (NHCs), generated from the corresponding stable imidazolium salts in combination with a base to transform a broad scope of benzylic disulfides to thioethers. In addition disulfide containing esters as well as cystine undergo this reaction.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
N‐Heterocyclic Carbene Mediated Sulfur Extrusion of Disulfides ; day:19 ; month:01 ; year:2023 ; extent:7
European journal of organic chemistry ; (19.01.2023) (gesamt 7)

Creator
Galow, Alexander P.
Rominger, Frank
Mastalerz, Michael

DOI
10.1002/ejoc.202201383
URN
urn:nbn:de:101:1-2023012014224944425157
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:31 AM CEST

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