34743-25-4Relevant academic research and scientific papers
Transition metal-free α-Csp3-H oxidative sulfuration of benzyl thiosulfates with anilines to form N-aryl thioamides
Qiao, Mengjun,Zhang, Jinli,Chen, Ling,Zhou, Fengyi,Zhang, Yali,Zhou, Lingfei,Wu, Yangjie
supporting information, p. 3790 - 3796 (2019/04/17)
A metal-free approach to N-aryl thioamides from Bunte salts and anilines in DMSO has been developed. This method tolerated a wide range of functional groups on the aromatic ring, providing an ideal way to N-aryl thioamides in good to excellent yields from cheap and easily available starting materials. A plausible mechanism was also proposed based on the X-ray single crystal diffraction, NMR and MS analyses of DMSO-concerning intermediates.
A Robust, Eco-Friendly Access to Secondary Thioamides through the Addition of Organolithium Reagents to Isothiocyanates in Cyclopentyl Methyl Ether (CPME)
Pace, Vittorio,Castoldi, Laura,Monticelli, Serena,Safranek, Sandra,Roller, Alexander,Langer, Thierry,Holzer, Wolfgang
supporting information, p. 18966 - 18970 (2016/01/26)
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.
