107366-70-1Relevant academic research and scientific papers
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.
A metal-free and a solvent-free synthesis of thio-amides and amides: An efficient Friedel-Crafts arylation of isothiocyanates and isocyanates
Varun, Begur Vasanthkumar,Sood, Ankush,Prabhu, Kandikere Ramaiah
, p. 60798 - 60807 (2015/02/19)
A rapid, metal-free and solvent-free (very low loading of solvent in few cases) reaction conditions for synthesizing thioamides and amides using a Bronsted super acid such as triflic acid has been developed. This method shows a broad substrate scope with
A FRIEDEL-CRAFTS SYNTHESIS OF N-SUBSTITUTED THIOPHENECARBOTHIOAMIDES
Jagodzinski, Tadeusz,Jagodzinska, Elzbieta,Jablonski, Zygfryd
, p. 3683 - 3688 (2007/10/02)
The reaction of thiophene and 2,5-dimethylthiophene with isothiocyanates in the presence of aluminium chloride in nitromethane gave rise to the formation of the N-substituted carbothioamides of thiophene-2-carboxylic and 2,5-dimethyl-thiophene-3-carboxylic acid, respectively.Under similar conditions, 2-ethylthio-5-methylthiophene was attacked by the reagent at the carbon atom adjacent to the ethylthio group, whereas 2-phenyl-5-methylthiophene yielded a mixture of the 3- and 4-carbothioamides.
