4.1 Article

Synthesis of nitromethyl-, N-methylindolyl-, or N-methylindolyl-nitromethyl-substituted 1,4-benzothiazin(diazin)ones and 3-methyl-1,4-benzoxazinones from alkyl 3-nitroacrylates

Journal

CHEMISTRY OF HETEROCYCLIC COMPOUNDS
Volume 54, Issue 7, Pages 729-735

Publisher

SPRINGER
DOI: 10.1007/s10593-018-2339-2

Keywords

o-aminophenol; o-aminothiophenol; 1,4-benzothiazinone; 1,4-benzoxazinone; nitroacrylate; o-phenylenediamine; quinoxalinone; Michael reaction

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The reactions of alkyl 3-nitroacrylates and ethyl 2-(1-methyl-1H-indol-3-yl)-3-nitroacrylate with o-aminothiophenol,o-aminophenol,o-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-methyl1H- indol-3-yl) quinoxalin-2(1H)-ones that were structurally characterized.

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