

SYNTHESIS OF NITROMETHYL-, N-METHYLINDOLYL-, OR N-METHYLINDOLYLNITROMETHYL- SUBSTITUTED 1,4-BENZOTHIAZIN(DIAZIN)ONES AND 3-METHYL-1,4-BENZOXAZINONES FROM ALKYL 3-NITROACRYLATES

Abstract
The reactions of alkyl 3-nitroacrylates and ethyl 2-(1-methyl-1H-indol-3-yl)-3-nitroacrylate with о-aminothiophenol, о-aminophenol, о-phenylenediamine, and their substituted analogs were used for the preparation of 2-(nitromethyl)-2H-1,4-benzothiazin-3(4H)-one, 2-(1-methyl-1H-indol-3-yl)-2-(nitromethyl)-2H-1,4-benzothiazin-3(4H)-one, 3-methyl-2H-1,4-benzoxazin-2-ones, and 3-(1-methyl-1H-indol-3-yl)quinoxalin-2(1H)-ones that were structurally characterized.
Keywords
о-aminophenol, о-aminothiophenol, 1,4-benzothiazinone, 1,4-benzoxazinone, nitroacrylate, о-phenylenediamine, quinoxalinone, Michael reaction.
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv