A one-pot synthesis of 3-trifluoromethyl-2-isoxazolines from trifluoromethyl aldoxime

作者:Goncalves Raoni S B; Dos Santos Michael; Bernadat Guillaume; Bonnet Delpon Daniele; Crousse Benoit*
来源:Beilstein Journal of Organic Chemistry, 2013, 9: 2387-2394.
DOI:10.3762/bjoc.9.275

摘要

Functionalized 3-trifluoromethyl-2-isoxazolines and 3-trifluoromethylisoxazoles were easily prepared from trifluoromethyl aldoxime 2 under mild conditions by using DIB as oxidant. Theoretical studies of the reactivity of trifluoroacetonitrile oxide 4 toward olefins and alkynes were carried out. The 3-trifluoromethyl-2-isoxazolines were ring-opened with NaBH4 and NiCl2 to yield the corresponding trifluoromethylated gamma-amino alcohols.

  • 出版日期2013-11-7

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