Facile Synthesis of Hydroxyformamidines by the N-Oxidation of Their Corresponding Formamidines

作者：Cibian Mihaela; Langis Barsetti Sophie; Hanan Garry S^*

来源：Synlett, 2011, (3): 405-409.

DOI：10.1055/s-0030-1259329

• formamidines
• hydroxyformamidines
• peroxides
• MCPBA
• N-oxidation
• substituent effects

The N-oxidation of N, N'-disubstituted amidines with MCPBA (m-chloroperoxibenzoic acid) affords a mild, rapid, and efficient route to the corresponding hydroxyamidines This novel synthetic route for the preparation of N, N'-disubstituted hydroxyamidines provides an attractive alternative to the classical one. It was found that the efficiency of the N-oxidation reaction, and the stability of the hydroxyformamidines are influenced by the substitution on the N, N'-diaryl rings, for example, higher yields (up to 92%) and more stable products are obtained for the compounds bearing substituents in the 2,6-positions of the phenyl rings. (1)H NMR and (13)C NMR, HRMS and/or elemental analysis were used to characterize the products.

• 出版日期2011-2