Mechanistic investigations on the reaction between amines or amides and an alkylperoxy-lambda3-iodane.
A mechanism involving the intermediate formation of an amine radical cation by single-electron transfer is proposed for the oxidation of secondary amines with alkylperoxy-lambda(3)-iodane. On the other hand, the oxidation of acetamides probably proceeds by a radical process, which involves the direct hydrogen abstraction of the methylene group alpha to the nitrogen atom.
Sueda
Takuya
T
Faculty of Pharmaceutical Sciences, University of Tokushima, 1-78 Shomachi, Tokushima 770-8505, Japan. tsueda@ph2.tokushima-u.ac.jp
Kajishima
Daisuke
D
Goto
Satoru
S