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Maleic acid derivatives in the synthesis of 3-substituted 3,4-dihydroquinoxalin-2(1H)-ones

Abstract

A process for preparing 3-substituted 3,4-dihydroquinoxalin-2(1H)-ones is proposed. It is based on the reaction of o-phenylenediamine with amides, di- and mono-esters of maleic acid as well as (E)-3-(5-phenyl-1,3,4-oxadiazol-2-yl)acrylic acid in the presence of N,N′-carbonyl-diimidazole.

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Correspondence to S. S. Rozhkov.

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According to data of cluster of conferences in organic chemistry “OrgChem-2013” (June 17–21, 2013, St. Petersburg, Repino).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 0137–0140, January, 2014.

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Rozhkov, S.S., Ovchinnikov, K.L. & Kolobov, A.V. Maleic acid derivatives in the synthesis of 3-substituted 3,4-dihydroquinoxalin-2(1H)-ones. Russ Chem Bull 63, 137–140 (2014). https://doi.org/10.1007/s11172-014-0407-z

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Key words

  • Michael reaction
  • 3,4-dihydroquinoxalin-2(1H)-one
  • maleimide
  • maleic acid monoamide
  • o-phenylenediamine