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.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
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)

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

DOI
10.1002/ejoc.202201383
URN
urn:nbn:de:101:1-2023012014224944425157
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
15.08.2025, 13:31 MESZ

Datenpartner

Dieses Objekt wird bereitgestellt von:
Deutsche Nationalbibliothek. Bei Fragen zum Objekt wenden Sie sich bitte an den Datenpartner.

Beteiligte

Ähnliche Objekte (12)