PAPER	Synthesis 2003: 1387-1390 DOI: 10.1055/s-2003-40212
© Georg Thieme Verlag Stuttgart ˙ New York
Bi(OTf)3-[Bmim]PF6: A novel and Reusable Catalytic System for the Synthesis of cis-Aziridine Carboxylates
J. S. Yadav*, B. V. S. Reddy, P. N. Reddy, M. Shesha Rao
Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India Fax: +91(40)27160512; e-Mail: yadav@iict.ap.nic.in;
Received 13 March 2003

Abstract

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]PF₆ 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.

Key words

aldimines - aziridine carboxylates - metal triflates - ionic liquids (ILs)