Brönsted acid hydrotrope combined catalyst for environmentally benign synthesis of quinoxalines and pyrido[2,3-b]pyrazines in aqueous medium

Kumbhar, Arjun; Kamble, Santosh; Barge, Madhuri; Rashinkar, Gajanan; Salunkhe, Rajashri

doi:10.1016/j.tetlet.2012.03.097

Cited by 47 publications

(12 citation statements)

References 42 publications

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“…1). 2 The quinoxaline structural motif is also found in several natural products and antibiotics such as echinomycin, leromycin, and actinomycin, 3 which are known to inhibit the growth of Gram-positive bacteria. Compounds with a quinoxaline core are used as allosteric dual Akt1 and Akt2 inhibitors, 4 human cytomegalovirus polymerase inhibitors, 5 Src-family kinase p56Lck inhibitors, 6 SRPK-1 inhibitors, 7 and monoamine oxidase A inhibitors.…”

Section: Introductionmentioning

confidence: 99%

Recent advancement in the synthesis of diverse spiro-indeno[1,2-b]quinoxalines: a review

2021

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Section: Introductionmentioning

confidence: 99%

Recent advancement in the synthesis of diverse spiro-indeno[1,2-b]quinoxalines: a review

2021

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“…Dye sensitizers based on the phenazine skeleton (FN1–FN13) (see Table 1 ) were synthesized by the condensation of appropriate diamines with quinones using the method described in the literature [ 45 , 46 , 47 , 48 , 49 , 50 , 51 , 52 , 53 , 54 , 55 ]. The crude product was purified by recrystallization from ethyl acetate.…”

Section: Methodsmentioning

confidence: 99%

Effective Singlet Oxygen Sensitizers Based on the Phenazine Skeleton as Efficient Light Absorbers in Dye Photoinitiating Systems for Radical Polymerization of Acrylates

2021

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A series of dyes based on the phenazine skeleton were synthesized. They differed in the number of conjugated double bonds, the arrangement of aromatic rings (linear and/or angular system), as well as the number and position of nitrogen atoms in the molecule. These compounds were investigated as potential singlet oxygen sensitizers and visible light absorbers in dye photoinitiating systems for radical polymerization. The quantum yield of the singlet oxygen formation was determined by the comparative method based on the 1H NMR spectra recorded for the tested dyes in the presence of 2,3-diphenyl-p-dioxene before and after irradiation. The quantum yield of the triplet state formation was estimated based on the transient absorption spectra recorded using the nanosecond flash photolysis technique. The effectiveness of the dye photoinitiating system was characterized by the initial rate of trimethylolpropane triacrylate (TMPTA) polymerization. In the investigated photoinitiating systems, the sensitizer was an electron acceptor, whereas the co-initiator was an electron donor. The effectiveness of TMPTA photoinitiated polymerization clearly depended on the arrangement of aromatic rings and the number of nitrogen atoms in the modified phenazine structure as well as the quantum yield of the triplet state formation of the photosensitizer in the visible light region.

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“…Out of several methods of synthesis from different starting materials, the major precursors for the synthesis of quinoxalines are 1,2‐diketones, phenacyl bromides and o ‐PDs. The catalysts or reagents used for the synthesis of quinoxalines includes I 2 , Ga(OTf) 3 , CAN, CuSO 4 .5H 2 O, polyaniline sulfate, bismuth(III), SbCl 5 /SiO 2 , Zn 2+ ‐K10‐clay, glycerol.H 2 O, PTSA, tween 40 and graphite . Few methods are reported from α‐hydroxy ketones with o ‐PD using cat.…”

Section: Introductionmentioning

confidence: 99%

An Easy and Efficient Method for the Synthesis of Quinoxalines Using Recyclable and Heterogeneous Nanomagnetic‐Supported Acid Catalyst under Solvent‐Free Condition

et al. 2018

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Synthesis of quinoxalines from o‐phenylenediamines (o‐PDs) with electronically diversified 1,2‐diketones and α‐bromoketones via simple cyclocondensation reaction using an heterogeneous nano‐ϒ‐Fe2O3‐SO3H catalyst has been reported under solvent free condition. Low cost, easy workup, high yield, operational simplicity, less reaction time, environmentally benign nature and catalyst is magnetically retrievable and can be reused up to five catalytic cycles without significant loss in the product yields are the noteworthy features of this protocol.

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Brönsted acid hydrotrope combined catalyst for environmentally benign synthesis of quinoxalines and pyrido[2,3-b]pyrazines in aqueous medium

Cited by 47 publications

References 42 publications

Recent advancement in the synthesis of diverse spiro-indeno[1,2-b]quinoxalines: a review

Recent advancement in the synthesis of diverse spiro-indeno[1,2-b]quinoxalines: a review

Effective Singlet Oxygen Sensitizers Based on the Phenazine Skeleton as Efficient Light Absorbers in Dye Photoinitiating Systems for Radical Polymerization of Acrylates

An Easy and Efficient Method for the Synthesis of Quinoxalines Using Recyclable and Heterogeneous Nanomagnetic‐Supported Acid Catalyst under Solvent‐Free Condition

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