title: Expedient Lewis acid catalyzed synthesis of a 3-substituted 5-arylidene-1-methyl-2-thiohydantoin Library.
abstract: An efficient and rapid solution phase combinatorial synthesis of a 3-substituted 5-arylidene-1-methyl-2-thiohydantoin library was developed. The salient feature for this library production procedure is the addition of the Lewis acid catalyst, indium(III) trifluoromethanesulfonate, which serves to facilitate the direct condensation of aldehydes with 3-substituted 1-methyl-2-thiohydantoins. Use of this Lewis acid catalyst has resulted in faster reaction times, higher conversions and better purity profiles for these condensation reactions as compared to traditional uncatalyzed reactions. The resulting 315 member library of 3-substituted 5-arylidene-1-methyl-2-thiohydantoin is described.
authors.affiliation: Department of Medical Chemistry, AMRI, 26 Corporate Circle, Albany, New York 12203, USA. brian.gregg@amriglobal.com
authors.forename: Brian T
authors.initials: BT
authors.lastname: Gregg
authors.forename: Kathryn C
authors.initials: KC
authors.lastname: Golden
authors.forename: John F
authors.initials: JF
authors.lastname: Quinn
authors.forename: Dmytro O
authors.initials: DO
authors.lastname: Tymoshenko
authors.forename: William G
authors.initials: WG
authors.lastname: Earley
authors.forename: Dacia A
authors.initials: DA
authors.lastname: Maynard
authors.forename: Dana A
authors.initials: DA
authors.lastname: Razzano
authors.forename: W Martin
authors.initials: WM
authors.lastname: Rennells
authors.forename: Jennifer
authors.initials: J
authors.lastname: Butcher
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D002384:Catalysis; D008956:Models, Chemical; D009942:Organometallic Compounds / Q000737:chemistry*; D013867:Thiohydantoins / Q000138:chemical synthesis*
chemical_list: D000447:Aldehydes; C522942:Indium(III) trifluoromethanesulfonate; D009942:Organometallic Compounds; D013867:Thiohydantoins