Oxidation reactions using polymer-supported 2-benzenesulfonyl-3-(4-nitrophenyl)oxaziridine |
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Authors: | Woen SusantoYulin Lam |
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Institution: | Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543, Singapore |
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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. |
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Keywords: | Polymer-supported 2-benzenesulfonyl-3-(4-nitrophenyl)oxaziridine Microwave Epoxide Pyridine N-oxide Spiro fused 5-imidazolone |
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