Copper-catalyzed cyclization of Z-oximes into 3-methyl-1,2-benzisoxazoles

A practical and effective room temperature copper-catalyzed cyclization of Z-oximes is developed. 3-Methyl-1,2-benzisoxazoles are obtained in 58–79% yields. Also, the Z-selective synthesis of o-bromo acetophenone oximes is presented for the first time.

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Bibliographic Details
Published in:Tetrahedron letters 2010-02, Vol.51 (7), p.1030-1033
Main Authors: Udd, Sandra, Jokela, Reija, Franzén, Robert, Tois, Jan
Format: Article
Language:English
Subjects:
Copper
Cyclization
Oximes
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Description
Summary:A practical and effective room temperature copper-catalyzed cyclization of Z-oximes is developed. 3-Methyl-1,2-benzisoxazoles are obtained in 58–79% yields. Also, the Z-selective synthesis of o-bromo acetophenone oximes is presented for the first time.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2009.12.070