From Blatter radical to 7-substituted 1,3-diphenyl-1,4-dihydrothiazolo[5',4':4,5]benzo[1,2-e][1,2,4]triazin-4-yls: toward multifunctional materials

Org Lett. 2012 Nov 2;14(21):5586-9. doi: 10.1021/ol302714j. Epub 2012 Oct 24.

Abstract

A Blatter radical is oxidized to benzotriazin-7(H)-one which after amination and subsequent acyl- and aroylation gives N-(benzotriazin-6-yl)carboxamides that undergo ring closure with P(2)S(5) to afford the corresponding thiazolo[5',4':4,5]benzo[1,2-e][1,2,4]triazin-4-yls. These highly delocalized radicals are air stable and show good reversible electrochemical behavior.