A facile, rapid, one-pot regio/stereoselective synthesis of 2-iminothiazolidin-4-ones under solvent/scavenger-free conditions

…, S Nagarajan, P Shanmugavelan…

Index: Sathishkumar, Murugan; Nagarajan, Sangaraiah; Shanmugavelan, Poovan; Dinesh, Murugan; Ponnuswamy, Alagusundaram Beilstein Journal of Organic Chemistry, 2013 , vol. 9, p. 689 - 697

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Citation Number: 6

Abstract

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 ...