Reactions of quinoxalin-2-one with β-diketones: a new approach to 6a,7-dihydro-5H-pyrido[1,2-a]quinoxaline-6,8-diones

Azev, Yurii A.; Кодесс, М. И.; Ежикова, М. А.; Ermakova, Olga; Berseneva, V. S.; Бакулев, В. А.

doi:10.1016/j.mencom.2017.01.032

Cited by 9 publications

(3 citation statements)

References 4 publications

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“…In recent years, quinoxalin-2(1 H )-one has been prominently studied [ 15 , 16 , 17 , 18 , 19 , 20 , 21 , 22 , 23 , 24 ]. Furthermore, the direct acid-catalyzed C–H bond functionalization of quinoxalin-2(1 H )-one based on a nucleophilic aromatic substituted hydrogen approach (S N H -reaction) is of equal interest [ 25 , 26 , 27 , 28 , 29 ]. Several reviews summarize the C-3 functionalization of quinoxalin-2(1 H )-one and were published between 2019 and 2021 [ 15 , 16 , 17 , 18 , 19 , 20 , 21 , 22 , 23 , 24 ].…”

Section: Introductionmentioning

confidence: 99%

Recent Developments in Direct C–H Functionalization of Quinoxalin-2(1H)-Ones via Multi-Component Tandem Reactions

Yang

Wang

et al. 2023

Molecules

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The direct C–H multifunctionalization of quinoxalin-2(1H)-ones via multicomponent reactions has attracted considerable interest due to their diverse biological activities and chemical profile. This review will focus on recent achievements. It mainly covers reaction methods for the simultaneous introduction of C–C bonds and C–RF/C/O/N/Cl/S/D bonds into quinoxalin-2(1H)-ones and their reaction mechanisms. Meanwhile, future developments of multi-component reactions of quinoxalin-2(1H)-ones are envisaged, such as the simultaneous construction of C–C and C–B/SI/P/F/I/SE bonds through multi-component reactions; the construction of fused ring and macrocyclic compounds; asymmetric synthesis; green chemistry; bionic structures and other fields. The aim is to enrich the methods for the reaction of quinoxalin-2(1H)-ones at the C3 position, which have rich applications in materials chemistry and pharmaceutical pharmacology.

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Section: Introductionmentioning

confidence: 99%

Recent Developments in Direct C–H Functionalization of Quinoxalin-2(1H)-Ones via Multi-Component Tandem Reactions

Yang

Wang

et al. 2023

Molecules

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“…method for the synthesis of quinoxalin-2(1H)-one derivatives, and a large number of studies have appeared in this field in recent years [24][25][26][27][28][29][30][31][32][33][34][35]. A Web of Science search revealed that the number of papers related to quinoxalin-2(1H)-one has increased year by year over the last five years, with a total of 25 in 2018, 57 in 2019, 61 in 2020, 92 in 2021, and 95 in 2022.…”

Section: Introductionmentioning

confidence: 99%

“…Quinoxalin-2(1 H )-ones have a wide range of applications in materials science as well ( Scheme 2 ) [ 22 , 23 ]. The direct C–H functionalisation of quinoxalin-2(1 H )-one at the C3 position is the most cost-effective method for the synthesis of quinoxalin-2(1 H )-one derivatives, and a large number of studies have appeared in this field in recent years [ 24 , 25 , 26 , 27 , 28 , 29 , 30 , 31 , 32 , 33 , 34 , 35 ]. A Web of Science search revealed that the number of papers related to quinoxalin-2(1 H )-one has increased year by year over the last five years, with a total of 25 in 2018, 57 in 2019, 61 in 2020, 92 in 2021, and 95 in 2022.…”

Section: Introductionmentioning

confidence: 99%

Recent Developments in Direct C–H Functionalization of Quinoxalin-2(1H)-Ones via Heterogeneous Catalysis Reactions

Yang

Wang

et al. 2023

Molecules

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In recent years, Web of Science has published nearly one hundred reports per year on quinoxalin-2(1H)-ones, which have attracted great interest due to their wide applications in pharmaceutical and materials fields, especially in recyclable heterogeneous catalytic reactions for direct C–H functionalisation. This review summarises for the first time the methods and reaction mechanisms of heterogeneous catalytic reactions of quinoxalin-2(1H)-ones, including six major types of heterogeneous catalysts involved. The heterogeneous reactions of quinoxalin-2(1H)-ones are summarised by classifying different types of catalytic materials (graphitic phase carbon nitride, MOF, COF, ion exchange resin, piezoelectric materials, and microsphere catalysis). In addition, this review discusses the future development of heterogeneous catalytic reactions of quinoxalin-2(1H)-ones, including the construction of C-B/Si/P/RF/X/Se bonds by heterogeneous catalytic reactions, the enrichment of heterogeneous catalysts such as metal oxides, graphene-based composites, doped metal nanoparticles, and molecular sieve-based porous materials, asymmetric synthesis, and other areas. The aim of this review is to contribute to the development of green and sustainable heterogeneous reaction methods for quinoxalin-2(1H)-ones with applications in materials chemistry and pharmacology.

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Synthesis of the 6-oxidopyrido[1,2- a ]quinoxalinium derivatives from quinoxalin-2-one and aldehydes – new examples of domino reactions

Azev

Koptyaeva

Berseneva

et al. 2017

Mendeleev Communications

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Reactions of quinoxalin-2-one with β-diketones: a new approach to 6a,7-dihydro-5H-pyrido[1,2-a]quinoxaline-6,8-diones

Cited by 9 publications

References 4 publications

Recent Developments in Direct C–H Functionalization of Quinoxalin-2(1H)-Ones via Multi-Component Tandem Reactions

Recent Developments in Direct C–H Functionalization of Quinoxalin-2(1H)-Ones via Multi-Component Tandem Reactions

Recent Developments in Direct C–H Functionalization of Quinoxalin-2(1H)-Ones via Heterogeneous Catalysis Reactions

Synthesis of the 6-oxidopyrido[1,2- a ]quinoxalinium derivatives from quinoxalin-2-one and aldehydes – new examples of domino reactions

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