Nucleophilic Substitution on 2-Monosubstituted Quinoxalines Giving 2,3-Disubstituted Quinoxalines: Investigating the Effect of the 2-Substituent (original) (raw)

Synthesis and Reactions of Quinoxalines

INFLIBNET, 1990

INTRODUCTION 14 yielding 2-D-arabino tetrahydroxybutyl quinoxaline (21). HOAc CH~ Similarly, o-phenylenediamine and dehydro ascorbic acid 15 condense giving 2-hydroxy-3-(11-oxo-2 ' ,3' ,4 '-trihydroxybutyl)quinoxaline (22). 2.2.2 Intramolecular cyclisation reactions Cyclisation of o<.-amino acid intermediates formed from the amino acid and an o-nitrohalogenobenzene is an

Synthesis, Reactions and Biological Activity of Quinoxaline Derivatives

American journal of organic chemistry, 2015

The review deals with synthesis and reactions of quinoxaline derivatives as well as their diverse pharmacological and biological properties. Quinoxalines and fused ring systems show diverse pharmacological activities. Syntheses of quinoxaline derivatives via many different methods of synthetic strategies have been presented.

New Opportunities for the Synthesis of Quinoxaline-Substituted Heterocyclic and Aryl Moieties

Pharmaceutical Chemistry Journal, 2013

DMSO solution in the presence of acid to form mono-substituted products IIa-c. Heating I with resorcinol in EtOH in the presence of acid gave resorcinol derivative IId. 6.7-Difluoroquinoxaline in the presence of base reacted with 3-methyl-1-phenylmethylpyrazol-5-one to form dipyrazolylmethane III and tetrapyrazolylethane derivative IV. Heating products IIa-c with N-methylpiperazine produced 7-methylpiperazine derivatives Va-c of 2-substituted quinoxalines.

Substitutions of Fluorine Atoms and Phenoxy Groups in the Synthesis of Quinoxaline 1,4-di-N-oxide Derivatives

Molecules, 2008

The unexpected substitution of fluorine atoms and phenoxy groups attached to quinoxaline or benzofuroxan rings is described. The synthesis of 2-benzyl-and 2-phenoxy-3-methylquinoxaline 1,4-di-N-oxide derivatives was based on the classical Beirut reaction. The tendency of fluorine atoms linked to quinoxaline or benzofuroxan rings to be replaced by a methoxy group when dissolved in an ammonia saturated solution of methanol was clearly demonstrated. In addition, 2-phenoxyquinoxaline 1,4-di-N-oxide derivatives became 2-aminoquinoxaline 1,4-di-N-oxide derivatives in the presence of gaseous ammonia.

Quinoxaline derivatives—III

Tetrahedron, 1964

Base catalysed intramolecular cyclization of acyano-o-nitroacetanilides (la-d) to the corresponding 2-cyano-3-hydroxyquinoxaline l-oxides (1Ia-d) is described, and a mechanism proposed. The cyanoquinoxaline N-oxides (Ha-d) on reduction are deoxygenated with simuftaneous loss of the nitrite group, and when heated with concentrated aqueous alkali the nitrile group is replaced quantitatively by an hydroxyl group.