Traceless approach for the synthesis of 3,5-disubstituted thiohydantoins on functionalized ionic-liquid support
Article
Yao, C, Zhang, Y, Zhang, G et al. (2010). Traceless approach for the synthesis of 3,5-disubstituted thiohydantoins on functionalized ionic-liquid support
. 40(5), 717-724. 10.1080/00397910903013697
Yao, C, Zhang, Y, Zhang, G et al. (2010). Traceless approach for the synthesis of 3,5-disubstituted thiohydantoins on functionalized ionic-liquid support
. 40(5), 717-724. 10.1080/00397910903013697
A traceless approach for the synthesis of 3,5-disubstituted thiohydantoins on a novel functionalized ionic-liquid support, 5, is described. Acylation of benzylamine functionalized ionic-liquid support with amino acids yielded ionic-liquid-supported amino acids, which reacted with isothiocyanates to afford ionic-liquid-supported thioureas. Following intramolecular cyclization cleavage from the ionic-liquid support by trifluoroacetic acid (TFA), the desired 3,5-disubstituted thiohydantoins were obtained in good yields and purities. The efficiency of this ionic-liquid-phase strategy facilitated isolation and analysis of intermediates and removal of excess reagents and by-products during the reaction process.
