Efficient and green synthesis of novel hexahydro-5H-thiazolo[2',3':2,3]pyrimido[4,5-b]quinoline derivatives

Tabibi, Tooba; Esmaeili, Abbas Ali

doi:10.1007/s11030-022-10439-z

Cited by 3 publications

(2 citation statements)

References 40 publications

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“…The reaction of 5-aminothiazolo[3,2-a]pyrimidin-7-one 179, aromatic aldehyde, and dimedone 91b in ethylene glycol at 100 C, furnished thiazolo [2 0 ,3 0 :2,3]pyrimido [4,5-b]quinoline 180a-s (Scheme 55) [77]. S C H E M E 5 3 SPION@glutathione catalyzed the synthesis of pyrimidoquinoline derivatives 177a-g.…”

Section: Miscellaneousmentioning

confidence: 99%

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Synthetic methodology of pyrimido[4,5‐b]quinoline derivatives

Tawfeek,

Hasanin,

Bräse

2024

Journal of Heterocyclic Chem

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This review discusses the synthetic pathways of an important class of quinolines known as pyrimido[4,5‐b]quinoline. Due to their profound range as biologically active compounds, they attracted the attention of medical/organic researchers. The construction of pyrimido[4,5‐b]quinolines involved the intermolecular cyclization of diamino chloropyrimidine carbaldehyde and intramolecular cyclization of 2‐amino‐3‐cyanotetra/hexahydroquinoline, 2‐aminoquinoline‐3‐carbonitriles, ester or amide. That class of organic compounds was constructed from the reaction between 2‐chloro‐3‐formylquinoline with amidine, urea, and thiourea. Also, barbituric acid and uracil and their analogous play an important role in synthesizing pyrimidoquinolines via multicomponent reaction strategies (MCR).

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Section: Miscellaneousmentioning

confidence: 99%

“…The reaction of 5‐aminothiazolo[3,2‐ a ]pyrimidin‐7‐one 179 , aromatic aldehyde, and dimedone 91b in ethylene glycol at 100°C, furnished thiazolo [2′,3′:2,3]pyrimido[4,5‐ b ]quinoline 180a‐s (Scheme 55) [77].…”

Section: Synthetic Strategiesmentioning

confidence: 99%

Synthetic methodology of pyrimido[4,5‐b]quinoline derivatives

Tawfeek,

Hasanin,

Bräse

2024

Journal of Heterocyclic Chem

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Recent Achievements in Organic Reactions in Alcohols

Zhao,

Wei

et al. 2024

Green Solvents in Organic Synthesis

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Review: synthesis and anticancer activity of pyrimido[4,5-b]quinolines in the last twenty years

Ibrahim,

Kadry,

Zaher

et al. 2024

Chem. Pap.

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Pyrimido[4,5-b]quinoline is a vital structural motif. The synthesis of pyrimido[4,5-b]quinolines has been a challenging topic in medicinal chemistry. A wide range of starting materials have been employed to achieve this nucleus such as quinoline derivatives and isatins. Multi-component one-pot synthestic approaches were employed either by using barbituric or thiobarbituric acid, amines and aldehydes or from 6-aminouracils, aldehydes and cyclohexanone derivatives. Recent synthetic strategies and many green chemistry techniques have improved pyrimido[4,5-b]quinolines synthesis over the last twenty years. Among the many reported biological activities of pyrimido[4,5-b]quinolines, anticancer activity attracted research attention over the past couple of decades. Many derivatives have shown promising anticancer activity on different cancer cell lines such as MCF-7, A549, K562 and others. They also demonstrated activity on different enzymes and receptors such as tyrosine kinases, tyrosyl-DNA Phosphodiesterase II and HDM2 ubiquitin ligase (E3) that promote apoptosis, repair DNA damage, and induce cell cycle arrest. This review critically examines the recent synthetic approaches employed for the synthesis of pyrimido[4,5-b]quinolines and explores their reported anticancer activities.

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Efficient and green synthesis of novel hexahydro-5H-thiazolo[2',3':2,3]pyrimido[4,5-b]quinoline derivatives

Cited by 3 publications

References 40 publications

Synthetic methodology of pyrimido[4,5‐b]quinoline derivatives

Synthetic methodology of pyrimido[4,5‐b]quinoline derivatives

Recent Achievements in Organic Reactions in Alcohols

Review: synthesis and anticancer activity of pyrimido[4,5-b]quinolines in the last twenty years

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