Green synthesis of xanthene and acridine-based heterocycles of pharmaceutical importance: a review

Burange, Anand S.; Gadam, Komal G.; Tugaonkar, Prajyot S.; Thakur, Seema D.; Soni, Ravish; Khan, Rubej R.; Tai, Mubashira S.; Gopinath, Chinnakonda S.

doi:10.1007/s10311-021-01223-w

Cited by 26 publications

(8 citation statements)

References 186 publications

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“…It is worth pointing out that, unlike the present work disclosing the elaboration of xanthene derivatives bearing a substituent at C-2 (an enamino function susceptible of further manipulation), previous syntheses of xanthenes focus almost exclusively on substitution at C-9. 24 Moreover, as documented by recent studies, they are aimed at the development of catalytic systems and/or solvent switching that facilitate the preparation of the xanthene nucleus. 25…”

Section: Resultsmentioning

confidence: 99%

A synthetically benign one-pot construction of enamino-xanthene dyes

et al. 2022

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Section: Resultsmentioning

confidence: 99%

A synthetically benign one-pot construction of enamino-xanthene dyes

et al. 2022

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“…14-Aryl-14H-dibenzo [a,i]xanthene-8,13-diones 61 can be prepared via condensation of aldehydes, 2-hydroxynaphthalene-1,4-diones, and 2-naphthol/2,7dihydroxynaphthalenes/2,6-dihydroxynaphthalenes catalyzed either by H 2 SO 4 or ionic liquid 1-butyl-3-methylimidazolium hydrogen sulfate ([bmim]HSO 4 ) (Scheme 14A). For xanthenes in general, many green approaches have been reported to involve environmentally benign catalysts such as ionic liquids (Burange et al, 2021). Another advantage of the domino MCR following the chromophore approach is the simple purification by crystallization in ethanol.…”

Section: Six-membered Heterocycles 41 Oxygen Heterocyclesmentioning

confidence: 99%

Multicomponent synthesis of chromophores – The one-pot approach to functional π-systems

Brandner

Müller²

2023

Front. Chem.

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Multicomponent reactions, conducted in a domino, sequential or consecutive fashion, have not only considerably enhanced synthetic efficiency as one-pot methodology, but they have also become an enabling tool for interdisciplinary research. The highly diversity-oriented nature of the synthetic concept allows accessing huge structural and functional space. Already some decades ago this has been recognized for life sciences, in particular, lead finding and exploration in pharma and agricultural chemistry. The quest for novel functional materials has also opened the field for diversity-oriented syntheses of functional π-systems, i.e. dyes for photonic and electronic applications based on their electronic properties. This review summarizes recent developments in MCR syntheses of functional chromophores highlighting syntheses following either the framework forming scaffold approach by establishing connectivity between chromophores or the chromogenic chromophore approach by de novo formation of chromophore of interest. Both approaches warrant rapid access to molecular functional π-systems, i.e. chromophores, fluorophores, and electrophores for various applications.

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“…[73] The fundamental core of acridine was constructed from the reaction between aldehydes and 1,3diketones in the presence of a suitable catalyst. [74] Xiao et al [75] reported a brief review on the synthesis of acridines and their derivatives from alkyl or benzyl aldehydes, cyclic ketones, cyano-anilines, anthranils, etc.…”

Section: Acridines and Acridonesmentioning

confidence: 99%

“…Derivatives of acridines have the ability to combine with porphyrin ring systems and exhibit anti‐cancerous activities [73] . The fundamental core of acridine was constructed from the reaction between aldehydes and 1,3‐diketones in the presence of a suitable catalyst [74] . Xiao et al [75] .…”

Section: Acridines and Acridonesmentioning

confidence: 99%

Single Step Upgradation of Isatin to Bioactive Fused Heterocycles via Ring Expansion Reactions

Chandramani,

Nair,

Sreekumar

et al. 2023

Eur J Org Chem

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Isatin, also known as indoline‐2,3‐dione, is a fused, N‐heterocyclic aromatic compound first isolated and purified in 1841. Since then, isatin and its derivatives emerged as a hot research topic for the scientific community. The number of research publications on isatin justifies their popularity. Researchers explored isatins and their derivatives as potential candidates in multidisciplinary research areas, including medicinal chemistry, synthetic organic chemistry, and polymer science. Synthetic chemists’ perspective of tailoring isatin and its family members led to more efficient synthesis strategies in which ring‐opening reactions of isatins were particularly significant due to the product's importance. Our investigation aims to group the different types of cascade ring expansion reactions of isatin to synthesise fused heterocyclic compounds such as derivatives of quinolines, quinazolinones, acridines, acridones, and few spiro heterocyclic compounds, all of which highlight an inevitable role in the field of medicinal chemistry.

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Green synthesis of xanthene and acridine-based heterocycles of pharmaceutical importance: a review

Cited by 26 publications

References 186 publications

A synthetically benign one-pot construction of enamino-xanthene dyes

A synthetically benign one-pot construction of enamino-xanthene dyes

Multicomponent synthesis of chromophores – The one-pot approach to functional π-systems

Single Step Upgradation of Isatin to Bioactive Fused Heterocycles via Ring Expansion Reactions

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