2904-74-7Relevant academic research and scientific papers
Highly regioselective nitrile oxide dipolar cycloadditions with ortho-nitrophenyl alkynes
McIntosh, Melissa L.,Naffziger, Michael R.,Ashburn, Bradley O.,Carter, Rich G.,Zakharov, Lev N.
supporting information, p. 9204 - 9213,10 (2012/12/12)
The dipolar cycloadditions of ortho-nitrophenyl alkynes with aryl nitrile oxides has been demonstrated. A range of substituents are tolerated on the alkyne. These reactions proceed with excellent levels of regioselectivity. Subsequent functionalization of the isoxazole scaffold has been demonstrated.
An alkynyliodide cycloaddition strategy for the construction of iodoisoxazoles
Crossley, James A.,Browne, Duncan L.
supporting information; experimental part, p. 5414 - 5416 (2010/10/04)
(Figure presented) The thermally promoted cycloaddition between alkynyliodides and nitrile oxides is reported. The process offers excellent regioselectivity and a broad scope with respect to both the iodoalkynes and chloro-oximes. Further functionalization of the highly decorated iodoisoxazole motifs can be achieved via Suzuki cross-coupling.
On the Oximation of Diaryl-β-diketones
Bandiera, T.,Gruenanger, P.,Albini, F. Marinone
, p. 1423 - 1428 (2007/10/02)
The reaction of asymmetrically substituted β-diketones with hydroxylamine to give 3,5-diarylisoxazoles has been re-investigated, and has been found to occur with a low degree of site-selectivity unless steric effects are operating.The isoxazole that has t
SELECTIVITY IN CYCLOADDITIONS-XI. CYCLOADDITIONS OF NITRILE OXIDES TO METHYL STYRYL SULFIDES, SULFOXIDES, AND SULFONES. REGIOCHEMISTRY
Caramella, P.,Albini, E.,Bandiera, T.,Coda, A. Corsico,Gruenanger, P.,Albini, F. Marinone
, p. 689 - 700 (2007/10/02)
E and Z methyl styryl sulfides undergo highly regioselective cycloadditions with benzo and mesitonitrile oxide.The regioselectivity is lower with sulfoxides and is reversed in the case of sulfones.The directing effect of the thio moieties has been clarifi
