Oxidation reactions using polymer-supported 2-benzenesulfonyl-3-(4- nitrophenyl)oxaziridine
Susanto, W. Lam, Y.
Susanto, W.
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Abstract
A thermally stable polymer-supported oxidant has been developed. Polymer-supported 2-benzenesulfonyl-3-(4-nitrophenyl)oxaziridine was applied to microwave-assisted reactions that occurred at high temperatures and was shown to oxidize alkenes, silyl enol ethers, and pyridines to the corresponding epoxides and pyridine N-oxides in excellent to good yields and with much shorter reaction times. It also enabled tetrahydrobenzimidazoles to be oxidatively rearranged to spiro fused 5-imidazolones in a more efficient manner. Recycling of the polymer-supported oxidant is also possible with minimal loss of activity after several reoxidations. © 2011 Elsevier Ltd. All rights reserved.
Keywords
Epoxide, Microwave, Polymer-supported 2-benzenesulfonyl-3-(4-nitrophenyl)oxaziridine, Pyridine N-oxide, Spiro fused 5-imidazolone
Source Title
Tetrahedron
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Series/Report No.
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Date
2011-10-28
DOI
10.1016/j.tet.2011.08.058
Type
Article