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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, Email: sharaeng.hokudai.ac.jp

T. Fukuhara, C. Hasegawa, S. Hara, Synthesis, 2007, 1528-1534.

DOI: 10.1055/s-2007-966038


Abstract

A mild reaction of α,α-difluoroalkyl amines with β-amino alcohols, β-amino thiols, and β-diamines affords the corresponding oxazoline, thiazoline, and imidazoline derivatives, respectively. The conditions are applicable for the synthesis of optically active heterocyclic compounds.

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Key Words

α,α-difluoroalkylamine, heterocycles, amino alcohols, oxazolines, thiazolines, imidazolines


ID: J66-Y2007-1690