106446-22-4Relevant academic research and scientific papers
Oxidation of Heterocyclic Nitrogen Ylids to Nitro Heterocycles. Comparison of Dimethyldioxirane with Peracids
Coburn, Michael D.
, p. 1883 - 1884 (2007/10/02)
Oxidation of 3-amino-4-(4-chlorophenyl)furazan (1) and its phosphine imine derivative, 3-(4-chlorophenyl)-4-trioctylphosphiniminofurazan (3), with dimethyldioxirane (DMD) gave 3-(4-chlorophenyl)-4-nitrofurazan (4) as the exclusive product.However, the sulfilimine derivative, 3-(4-chlorophenyl)-4-dimethylsulfiliminofurazan (2), was converted by DMD to the sulfoximine, 3-(4-chlorophenyl)-4-dimethylsulfoximinofurazan (6).These results contrast dramatically with the oxidations of these compounds with peracids.
Oxidation of Heterocyclic Nitrogen Ylids to Nitro Heterocycles. Comparison of a Sulfilimine and a Phosphine Imine
Coburn, Michael D.
, p. 421 - 423 (2007/10/02)
Oxidation of 3-amino-4-(4-chlorophenyl)furazan (1) with peroxytrifluoroacetic acid (ptfa) gave azoxy(4-chlorophenylfurazan) (6) as the major product along with a small amount of 3-(4-chlorophenyl)-4-nitrofurazan (5).The dimethylsulfilimine 2 derived from 1 gave near quantitative yields of 5 when subjected to oxidation with either pfta or m-chloroperoxybenzoic acid (mcpba).In contrast, both the trioctylphosphine imine 3 and the triphenylphosphine imine 4 derived from 1 were oxidized by mcpba to give 6 as the exclusive product.
