No abstract

Substrate scope (including crude glycerol), influence of organocatalyst structure, mechanistic aspects and catalyst heterogenisation are reported.

Synthesis of Isoxazoles by Hypervalent Iodine-Induced Cycloaddition of NitrileOxides to Alkynes. -Cycloaddition of nitrile oxides, generated in situ from corresponding aldoximes (I) with a range of substituted alkynes (II) affords regioselectively 3,5-disubstituted isoxazoles (III). The reaction proceeds exceedingly fast with strained cyclic alkynes, e.g. (IV). The mild reaction conditions together with the good tolerance toward various functional groups, furthermore allow the preparation of peptide and nucleoside conjugates, e.g. (VII). -(JAWALEKAR, A. M.; REUBSAET, E.; RUTJES, F. P. J. T.; VAN DELFT*, F. L.; Chem. Commun. (Cambridge) 47 (2011) 11, 3198-3200, http://dx.doi.org/10.1039/c0cc04646a ; Inst. Mol. Mater., Radboud Univ. Nijmegen, NL-6525 ED Nijmegen, Neth.; Eng.) -K. Wilckens 25-124