Lewis Acid‐catalyzed Tandem Synthesis of Quinazoline‐2,4‐diones by Reaction of Isatins with Aryl/Alkyl Amines using TBHP as Oxidant

Soda, Anil Kumar; Bontha, Indrasena Reddy; Chilaka, Sai Krishna; Chellu, Ramesh Kumar; Madabhushi, Sridhar

doi:10.1002/ajoc.202200193

Cited by 4 publications

(1 citation statement)

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“…The synthesised compounds were subjected to anti-bacterial studies, and all the derivatives of 115 exhibited antibacterial activity against a few bacterial stains, such as S. epidermidis, E. coli, S. aureus, and K. pneumoniae. Soda et al [68] proposed a synthesis scheme for quinazoline-2,4-diones 121 via ring opening of isatin with aryl or alkyl amines 116 in the presence of tertbutyl hydroperoxide (TBHP) and bismuth(III) triflate [Bi(OTf) 3 ] in which TBHP acts as an oxidant and [Bi(OTf) 3 ] as a Lewis acid catalyst. Moreover, various substituents of aryl amines were allowed to react with isatin to investigate the substrate scope of the reaction scheme (Scheme 25).…”

Section: Bipartite Domino Synthesis Of Quinazoline-24-diones and Thei...mentioning

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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Section: Bipartite Domino Synthesis Of Quinazoline-24-diones and Thei...mentioning

confidence: 99%