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- Title
A Robust, Eco-Friendly Access to Secondary Thioamides through the Addition of Organolithium Reagents to Isothiocyanates in Cyclopentyl Methyl Ether (CPME).
- Authors
Pace, Vittorio; Castoldi, Laura; Monticelli, Serena; Safranek, Sandra; Roller, Alexander; Langer, Thierry; Holzer, Wolfgang
- Abstract
The nucleophilic addition of widely available and variously functionalized organolithium reagents to isothiocyanates represents a straightforward, high-yielding, one-pot method to access secondary thioamides. The simple reaction conditions required and the broad scope (>50 cases examples) makes it a robust and reliable method to access both simple and complex thioamides, including enantiopure ones. Noxious and unpleasant-smelling sulfurating agents, usually employed in the literature established methods, are avoided during the whole synthetic procedure thus, rendering the protocol highly attractive, also for sustainability aspects.
- Subjects
ISOTHIOCYANATES; METHYL ether synthesis; THIOAMIDES; CRYSTAL structure; CARBOXAMIDES
- Publication
Chemistry - A European Journal, 2015, Vol 21, Issue 52, p18966
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201504247