2126-01-4Relevant academic research and scientific papers
A strategic alternative to solid phase synthesis: Preparation of a small isoxazoline library by 'fluorous synthesis'
Studer, Armido,Curran, Dennis P.
, p. 6681 - 6696 (1997)
The preparation of a highly fluorinated silyl group and its use as a 'fluorous label' are described. Allyl and propargyl alcohols are rendered fluorous upon attachment to the fluorous label. Cycloaddition of the fluorous dipolarophiles to nitrile oxides provides the corresponding isoxazol(in)es which are purified by simple liquid-liquid extractions. After detachment of the label and renewed extraction, the organic isoxazol(in)es are obtained. This new fluorous methodology allows the preparation of isoxazol(in)es in high purities without using chromatography.
2-Isoxazolines with an electron-acceptor substituent at C(5) in reactions with nucleophilic reagents
Koroleva,Bondar,Katok,Chekanov,Chernikhova
, p. 362 - 369 (2008/09/21)
Depending on the substituent at position 5 of the heterocycle, reaction of 2-isoxazolines with K-selectride, molybdenum hexacarbonyl, dimsyl sodium, and butyl lithium gave 1,3-cyclo-decomposition, aromatization of the isoxazoline ring, or reduction of the functional groups in the substituted isoxazolines.
