Journal
TETRAHEDRON
Volume 69, Issue 15, Pages 3274-3280Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2013.02.032
Keywords
Aerobic oxidation; Cyclization; Cobalt catalysis; Unsaturated oximes; Isoxazolines
Categories
Funding
- National Science Foundation of China [J1103307]
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Cobalt complex Co(nmp)(2) can efficiently catalyze the aerobic oxidative 5-exo cyclization of beta,gamma-unsaturated oximes to afford isoxazolines. The key cyclization step involves the generation of carbon-centred radicals. The products are largely dependent on the reaction conditions. The oxidative termination products 2 were produced predominantly when the reaction was carried out in i-PrOH, whereas the reductive termination products 3 were selectively obtained in toluene in the presence of cyclohexa-1,4-diene. (C) 2013 Elsevier Ltd. All rights reserved.
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