Abstract
3,5-Disubstituted isoxazolines with an aryloxymethyl group in position 5 have been synthesized. The [2+3] cycloaddition reaction of benzonitrile oxide to a 5-chlorosalicylic acid derivative containing two allyl groups occurs to give a compound with an oxazolinylmethyl fragment both in the ester and the ether parts of the molecule. The addition of nitrile oxides to the aryl allyl ethers occurs regiospecifically to give the 5-substituted isomer.
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Alksnis, E., Muravenko, V., Dirnens, V. et al. Addition of Nitrile Oxides to Aryl Allyl Ethers. Chemistry of Heterocyclic Compounds 40, 797–800 (2004). https://doi.org/10.1023/B:COHC.0000040778.88220.e3
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DOI: https://doi.org/10.1023/B:COHC.0000040778.88220.e3