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DOI: 10.1055/sos-SD-013-00626

Tomé, A. C.Science of Synthesis, (200413524.

1-Substituted 1,2,3-triazole 3-oxides 496 are prepared by oxidation of 1-substituted triazoles 495 with 3-chloroperoxybenzoic acid (Scheme 174). The yields are good but decrease when electron-withdrawing substituents are present, particularly if situated adjacent to the nitrogen to be oxidized. Phenyl groups at this position also lead to decreased yields. The low yield in these cases is not a serious drawback since unchanged starting material is readily recovered.[‌464‌,‌489‌] Oxidation of 1-(arylmethyl)-1H-1,2,3-triazoles with peracetic acid does not give the expected N-oxides but 1-arylmethyloxy derivatives.[‌91‌] Attempts to obtain 2-phenyl-2H-1,2,3-triazole 1-oxide by oxidation of 2-phenyl-2H-1,2,3-triazole with a range of oxygen donators are unsuccessful.[‌465‌]

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