Pyrrolo[2,3-b]quinoxalines as inhibitors of firefly luciferase: Their Cu-mediated synthesis and evaluation as false positives in a reporter gene assay

Ligand-free Pd-catalyzed C–N cross-coupling/cyclization strategy: An unprecedented access to 1-thienyl pyrroloquinoxalines for the new approach towards apoptosis

“…2 was prepared from 2,3-dichloroquinoxaline according to a known procedure [6] whereas 4 was prepared from the corresponding ketone (or equivalent) 3 by using a Gewald type reaction (Table 1) [15].…”

“…2) as inhibitors of PDE4 without inhibiting the luciferase [6]. In further continuation of this work we decided to replace the 1-aryl group of A by a thienyl moiety to afford new and potential inhibitors B (Fig.…”

Living on pyrrolic foundations – Advances in natural and artificial bioactive pyrrole derivatives

“…1d) have been reported. These are (a) the reaction of 2-alkynyl-3-trifluoroacetamidoquinoxalines with aryl and vinyl halides or triflates in the presence of Pd(PPh 3 ) 4 and K 2 CO 3 in MeCN, yielding 2,3-disubstituted pyrrolo[2,3-b]quinoxalines [46]; (b) the reaction of N-alkyl-3-chloroquinoxaline-2-amines with 1-alkynes, catalysed by PdeCu, in the presence of sodium lauryl sulphate as the surfactant in water, resulting in 1,2-disubstituted pyrrolo [2,3-b] quinoxalines [47]; (c) the reaction of 2,3-dichloro quinoxaline with methane (or p-toluene) sulphonamide in the presence of Cu(OAc) 2 [48]; (d) synthesis of pyrrolo [2,3-b]quinoxalines by the Pd/Ccatalysed multicomponent reaction of 1,2-dichloroquinoxaline with hydrazine hydrate, phenylacetylene, and a variety of aldehydes in water, giving N-substituted pyrrolo[2,3-b]quinoxalines [49]; (e) preparation of 1,2-disubstituted pyrrolo[2,3-b]quinoxalines from N-alkyl/aryl substituted 3-chloroquinoxalin-2-amines in toluene, utilising Pd/CeCu catalysis [18]; (f) two-step process for the preparation of halophenyl pyrrolo[2,3-b]quinoxalines via their pyrrolo precursors, in a microwave reactor [38].…”

“…Pyrrolo [1,2,4]triazolo [1,5-c]pyrimidine derivatives (48) have been reported to be obtainable in a multi-step process [105]. Initial pyrrole derivatives were prepared using a reaction of benzoin with antipyrine amine and malononitrile in a non-polar solvent.…”

A One‐pot Facile Synthesis of 2,3‐Dihydroxyquinoxaline and 2,3‐Dichloroquinoxaline Derivatives Using Silica Gel as an Efficient Catalyst

“…2,3‐Dihydroxyquinoxalines and 2,3‐dichloroquinoxalines are notably one of the most important classes of nitrogen‐containing heterocyclic compounds in synthetic chemistry because of their practical applications in a number of fields such as biological and photochemical . For example, they have been employed in the preparation of different important pharmaceutical compounds or intermediates such as antipsychotic, antimicrobial, and anticancer agents . To this end, much attention has been devoted to the synthesis of substituted quinoxaline and 2,3‐dichloroquinoxaline derivatives.…”