Isoxazoline derivatives from activated primary nitrocompounds and tertiary diamines

Activated nitrocompounds, in the presence of dipolarophiles and a tertiary diamine (e.g., DABCO), undergo dehydration to afford directly isoxazoline derivatives, formal cycloadducts of nitrile oxides; this mild procedure is very efficient for the synthesis of the reported isoxazolines.

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Bibliographic Details
Published in:Tetrahedron letters 2005-11, Vol.46 (46), p.7877-7879
Main Authors: Cecchi, Luca, Sarlo, Francesco De, Machetti, Fabrizio
Format: Article
Language:English
Subjects:
Diamines
Isoxazolines
Nitroalkanes
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Description
Summary:Activated nitrocompounds, in the presence of dipolarophiles and a tertiary diamine (e.g., DABCO), undergo dehydration to afford directly isoxazoline derivatives, formal cycloadducts of nitrile oxides; this mild procedure is very efficient for the synthesis of the reported isoxazolines.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2005.09.110