Synthesis of thioamide-containing polystyrenes by Friedel-Crafts reaction and by thioamidation of (co)polydithioesters

Abstract

Thioamide groups were introduced into polystyrenes by the Friedel–Crafts reaction, with phenyl isothiocyanate in nitromethane solution, in the presence of anhydrous aluminium chloride. Free radical copolymerization of 4‐vinyl dithiobenzoate with styrene followed by low‐temperature solution condensation reactions, with excess of amines in N,N‐dimethylformamide, offered another synthetic route to (co)polymers containing thioamine groups in the side chains without crosslinking. © 1998 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 36: 117–127, 1998

Controlled Chain Branching by RAFT-Based Radical Polymerization

“…The procedure is similar to that in the literature. [17][18][19] The product is red oil. Yield: 60% (based on bromobenzene).…”

Dithiocarbamate-mediated thioamidation of arylglyoxylic acids by decarboxylative–decarbonylative C–C bond formation reactions

“…Thioamide functionalization has received continued interest in the area of peptide modification, 1 medicinal chemistry 2 and polymer science. 3 Thioamides are found in many natural compounds 4 and play an important role in regulating metabolic pathways. 1 a ,5 They also serve as valuable synthetic building blocks in the synthesis of useful organic molecules.…”

AlCl3/Cyclohexane Mediated Electrophilic Activation of Isothiocyanates: An Efficient Synthesis of Thioamides

“…They are utilised as starting materials for the synthesis of pharmaceutically interesting compounds like 2‐alkyl‐/arylbenzothiazoles, 1,5‐disubstituted tetrazoles, indolo[2,3‐ a ]quinolizidine, thiazoles, thioenamides, disulfide moieties and ligands like mesoionic thiazol‐5‐ylidenes and 4‐hydroxythiazolium hydroxides . Additionally thioamides have numerous applications in various fields like stereoselective synthesis, supramolecular chemistry and polymer synthesis . Due to the diverse array of biological properties and utilty as intermediates in the synthesis of a variety of heterocyclic compounds, construction of thioamide moiety has continued to attract the attention of synthetic chemists.…”