gem-Difluorosubstituted NH-azomethine ylides in the synthesis of 4-fluorooxazolines via the three-component reaction of imines, trifluoroacetophenones and CF2Br2

gem-Difluorosubstituted NH-azomethine ylides in the synthesis of 4-fluorooxazolines via the three-component reaction of imines, trifluoroacetophenones and CF₂Br₂

Research output: Contribution to journal › Article › peer-review

Department of Organic Chemistry

DOI

https://doi.org/10.1016/j.tetlet.2007.12.037
Final published version

Kirill A. Khistiaev
Mikhail S. Novikov
Alexander F. Khlebnikov
Joerg Magull

A simple one-step synthesis of a new class of fluorinated heterocycles, 4-fluoro-3-oxazolines, from diarylmethanimines, trifluoroacetophenones and CF₂Br₂ is described. The reaction proceeds via the sequential formation of difluorocarbene and a gem-difluorosubstituted NH-azomethine ylide, followed by 1,3-dipolar cycloaddition with a ketone.

Original language	English
Pages (from-to)	1237-1240
Number of pages	4
Journal	Tetrahedron Letters
Volume	49
Issue number	7
DOIs	https://doi.org/10.1016/j.tetlet.2007.12.037
State	Published - 11 Feb 2008

Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

ID: 28188329