Uncatalyzed condensation between aryl-1,2-diamines and diethyl bromomalonate: a one-pot access to substituted ethyl 3-hydroxyquinoxaline-2-carboxylates

Tetrahedron Letters

Volumn 48, Issue 33, 2007, Pages 5855-5857

  Haldar, Pranab ^a   Dutta, Bishnupada ^a   Guin, Joyram ^a   Ray, Jayanta K ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY   (India)

Author keywords

Condensation; Oxidative aromatization; Quinoxaline; Solvent free conditions

Indexed keywords

DIAMINE; DIETHYL BROMOMALONATE; ETHYL 3 HYDROXYQUINOXALINE 2 CARBOXYLATE; MALONIC ACID DERIVATIVE; SOLVENT; UNCLASSIFIED DRUG;

ANNULATION REACTION; ANTIMICROBIAL ACTIVITY; ANTINEOPLASTIC ACTIVITY; AROMATIZATION; ARTICLE; CYCLIZATION; ONE POT SYNTHESIS; POLYMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; SEMICONDUCTOR; THIN LAYER CHROMATOGRAPHY;

EID: 34447501915     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.06.065     Document Type: Article

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45. 19 by the condensation of various arylamines and diethyl bromomalonates occurred only when the reaction was performed in vacuum. In the case of diamines, we speculate that under vacuum, the formation of diethyl 2-(2-aminophenylamino)malonate was aided, which was responsible for the higher yield of product than in the open air. Obviously the oxidative aromatization occurs with aerial oxygen on release of vacuum.