title: A facile, rapid, one-pot regio/stereoselective synthesis of 2-iminothiazolidin-4-ones under solvent/scavenger-free conditions.
abstract: A rapid and efficient one pot solvent/scavenger-free protocol for the synthesis of 2-iminothiazolidin-4-ones has been developed. Interestingly, the regio/stereoselective synthesis affords the regioisomeric (Z)-3-alkyl/aryl-2-(2-phenylcyclohex-2-enylimino)thiazolidin-4-one as the sole product in good yield. The selectivities observed have been rationalized based on the relative magnitude of the allylic strains developed during the course of the reaction. This is the first report wherein the impact of allylic strains in directing the regiocyclization has been noted.
authors.affiliation: Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625021, Tamilnadu, India.
authors.forename: Murugan
authors.initials: M
authors.lastname: Sathishkumar
authors.forename: Sangaraiah
authors.initials: S
authors.lastname: Nagarajan
authors.forename: Poovan
authors.initials: P
authors.lastname: Shanmugavelan
authors.forename: Murugan
authors.initials: M
authors.lastname: Dinesh
authors.forename: Alagusundaram
authors.initials: A
authors.lastname: Ponnuswamy
keywords: 2-iminothiazolidin-4-ones; regioselective; scavenger-free; solvent-free; stereoselective