ChemInform Abstract: Regioselective Synthesis of Biologically Important Scaffold Spiro [Indole‐perimidines]: Antitumor Agents.

Arya, Kapil; Dandia, Anshu

doi:10.1002/chin.200803162

Cited by 2 publications

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“…Arya and Dandia [ 127 ] developed an efficient route for the regioselective synthesis of spiro perimidines using isatin and NDA with morillonite KSF under MWI in excellent yields in 5–7 min and evaluated antitumor activity against human malignant cell lines: cervical (HeLa), breast (MCF-7), colon (CaCo-2), laryngeal carcinoma (Hep-2), and normal human fibroblast cell lines (WI-38). All the tested molecules displayed good antitumor activity (IC50 value 9 × 10–5 to 5 × 10–4 mm) and compound 9 was found highly potent (Scheme 13 ).…”

Section: Applications In Various Fieldsmentioning

confidence: 99%

Recent Advances in the Synthesis of Perimidines and their Applications

Sahiba¹,

Agarwal²

2020

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Perimidines are versatile scaffolds and a fascinating class of N-heterocycles that have evolved significantly in recent years due to their immense applications in life sciences, medical sciences, and industrial chemistry. Their ability of molecular interaction with different proteins, complex formation with metals, and distinct behavior in various ranges of light makes them more appealing and challenging for future scientists. Various novel technologies have been developed for the selective synthesis of perimidines and their conjugated derivatives. These methods extend to the preparation of different bioactive and industrially applicable molecules. This review aims to present the most recent advancements in perimidine synthesis under varied conditions like MW radiation, ultrasound, and grinding using different catalysts such as ionic liquids, acid, metal, and nanocatalyst and also under green environments like catalyst and solvent-free synthesis. The applications of perimidine derivatives in drug discovery, polymer chemistry, photo sensors, dye industries, and catalytic activity in organic synthesis are discussed in this survey. This article is expected to be a systematic, authoritative, and critical review on the chemistry of perimidines that compiles most of the state-of-art innovation in this area.

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Section: Applications In Various Fieldsmentioning

confidence: 99%

Recent Advances in the Synthesis of Perimidines and their Applications

Sahiba¹,

Agarwal²

2020

Top Curr Chem (Z)

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“…Among these molecules, spiro N -heterocyclic oxindoles exhibit important pharmacological activities such as IRAP inhibitory, SIRT1 inhibitory, antibreast cancer, antitumor, and antimalarial activities (Figure ). In addition, the trifluoromethyl group has been known to improve the metabolic stability, bioavailability, and lipophilicity of bioactive molecules . Despite their importance, only a few synthetic methods that use N -2,2,2-trifluoroethylisatin ketimines have been developed for the construction of spiro N -heterocyclic oxindoles featuring CF 3 groups …”

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Synthesis of Six-Membered Spiro Azacyclic Oxindole Derivatives via a One-Pot Process of Umpolung Allylation/Aza-Prins Cyclization

Jang

Jung

2021

Org. Lett.

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An unprecedented synthetic approach involving umpolung allylation/aza-Prins cyclization of N-2,2,2-trifluoroethylisatin ketimines is described. The reactions proceed smoothly with allyl bromide in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene, H2O, and trimethylsilyl bromide; this one-pot protocol allows access to six-membered spiro azacyclic oxindole derivatives in good to excellent yields. Notably, while the general aza-Prins cyclization involves amines and aldehydes, the present synthetic strategy represents the first aza-Prins cyclization that utilizes the umpolung property of N-2,2,2-trifluoroethylisatin ketimines.

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ChemInform Abstract: Regioselective Synthesis of Biologically Important Scaffold Spiro [Indole‐perimidines]: Antitumor Agents.

Cited by 2 publications

References 1 publication

Recent Advances in the Synthesis of Perimidines and their Applications

Recent Advances in the Synthesis of Perimidines and their Applications

Synthesis of Six-Membered Spiro Azacyclic Oxindole Derivatives via a One-Pot Process of Umpolung Allylation/Aza-Prins Cyclization

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