SYNTHESIS OF 2-ARYLIDENE-6,7-DIHYDROIMIDAZO[1,2-<i>a</i>]PYRAZINE-3,8(2<i>H<i/>,5<i>H</i>)-DIONES BY OXIDATION OF 4-ARYLIDENE-2-METHYL-1<i>H</i>-IMIDAZOL-5(4<i>H</i>)-ONES WITH SELENIUM DIOXIDE

Abstract

(Z)-4-Arylidene-2-methyl-1H-imidazol-5(4H)-ones containing a substituted aminoethyl group at the N-1 atom can be oxidized with an excess of selenium dioxide, resulting in the closure of additional six-membered ring with the formation of an amide group. The obtained compounds showed a substantial bathochromic shift of the absorption maxima relative to the starting (Z)-4-arylidene-2-methyl-1Himidazol-5(4H)-ones, pointing to potential applications of this method for the synthesis of new fluorescent and fluorogenic dyes.

Authors: Nadezhda S. Baleeva*, Evgeniya A. Levina, Mikhail S. Baranov