Aldimines (generated in situ from aldehydes and amines) react readily with ethyl diazoacetate in the presence of 2 mol% of Bi(OTf) 3 or 5 mol% of Sc(OTf) 3 in [bmim]PF 6 ionic liquid to produce the corresponding aryl aziridine carboxylates in high yields with excellent cis-diastereoselectivity. The recovered ionic liquid containing catalyst was reused in three to four subsequent runs with gradual decrease in activity.
Hydroxy benzothiazepinones were synthesized by a simple procedure involving epoxidation of polymer bound cinnamic acids followed by nucleophilic opening of the resulting glycidic ester by o-aminothiophenol to afford the intermediate hydroxy anilino-esters which underwent cyclization cleavage on heating in DMF to release the product completely.
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