[3+2] cross-coupling reactions of aziridines with isocyanates catalyzed by nickel(II) iodide

Takeshi Munegumi; Isao Azumaya; Takako Kato; Hyuma Masu; Shinichi Saito

doi:10.1021/ol052417l

[3+2] cross-coupling reactions of aziridines with isocyanates catalyzed by nickel(II) iodide

Org Lett. 2006 Feb 2;8(3):379-82. doi: 10.1021/ol052417l.

Authors

Takeshi Munegumi¹, Isao Azumaya, Takako Kato, Hyuma Masu, Shinichi Saito

Affiliation

¹ Department of Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku, Tokyo, Japan.

PMID: 16435839
DOI: 10.1021/ol052417l

Abstract

[reaction: see text]. Cycloaddition of aziridines with isocyanates proceeded smoothly in the presence of a nickel catalyst, and five iminooxazolidine derivatives were isolated in good yields. The best result was obtained when the reaction was carried out in the presence of NiI2, and a longer reaction time allowed the isomerization of the iminooxazolidine to the corresponding imidazolidinone derivatives.