Synthesis 2003(9): 1387-1390
DOI: 10.1055/s-2003-40212
PAPER
© 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;
Further Information

Publication History

Received 13 March 2003
Publication Date:
24 June 2003 (online)

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.