PAPER	Synthesis 2007: 1528-1534   DOI: 10.1055/s-2007-966038
© Georg Thieme Verlag Stuttgart · New York
A Facile Synthesis of Oxazolines, Thiazolines, and Imidazolines Using α,α-Difluoroalkylamines
Tsuyoshi Fukuhara, Chihiro Hasegawa, Shoji Hara*
Graduate School of Engineering, Hokkaido University, Sapporo 060-8628, Japan Fax: +81(11)7066556; e-Mail: shara@eng.hokudai.ac.jp;
Received 18 January 2007

Abstract

β-Amino alcohols, β-amino thiols, and β-diamines can be converted to the corresponding oxazoline, thiazoline, and imidazoline derivatives, respectively, by reaction with α,α-difluoroalkyl­amines under mild conditions. The reaction is applicable for the synthesis of optically active heterocyclic compounds.

Key words

α,α-difluoroalkylamine - heterocycle - amino alcohol - oxazoline - thiazoline - imidazoline