The enantioselective preparation of bioactive chroman-fused spirooxindoles is described. Compound 7e induced apoptosis and cell cycle arrest in MCF-7 cells by interfering with the p53–MDM2 interaction.

Asymmetric synthesis of pharmacologically interesting piperidine-fused spiro-oxindole derivatives has been achieved via an organocatalytic Michael/aza-Henry/hemiaminalization cascade reaction. Chiral compounds synthesized by this strategy potently inhibited the proliferation several breast cancer cell lines. Mechanistic studies suggest that most potent compound 9e can directly interfere with MDM2–p53 interactions and elevate protein levels p53 p21, thereby inducing cycle arrest mitochondrial...

Abstract The broad prospects of trifluoromethylated compounds in materials science, agricultural chemistry, and pharmaceutical chemistry have stimulated the rapid development asymmetric organocatalytic transformations to access these biologically important compounds. Among all types compounds, cyclic with a C−CF 3 stereogenic center gained increasing attention medicinal organic because they are extensively found many active molecules, lead listed drugs. This review attempts summarize...

An asymmetric organocatalytic cascade reaction has been reported for the rapid assembly of multifunctionalized α-carboline-spirooxindole hybrids, which suppressed proliferation in colorectal cancer cells.

A visible-light-driven Se/Fe synergistic catalytic reaction between isocyanides and amines has been developed, employing air as the terminal oxidant. This efficient strategy offers facile access to 2-aminoquinoline scaffolds. The use of cost-effective readily available Fe(OTf)3 modulates selenium catalyst's oxidation state, enhancing method's environmental friendliness practicality. protocol is further distinguished by its good yields, broad substrate scope, mild conditions.

This review article presents a thorough overview of recent advancements in the synthesis 2‐aminoquinolines, vital class N‐heterocyclic aromatic compounds with significant biological and pharmaceutical relevance. It systematically summarizes progress made from early 2019 to end 2024, categorizing synthetic approaches into three main types: cyclization C2‐substituted anilines related compounds, amination nitroxides, 2‐haloquinolines, 2‐quinolones, quinolines, ring‐opening heteroaryl amines...

Abstract Enantio‐ and diastereoselective inverse‐electron‐demand oxa‐Diels–Alder reactions are described between ( Z )‐2‐ylideneoxindoles aldehydes in the presence of a chiral secondary amine catalyst. The corresponding hydropyrano[3,2‐ b ]indoles produced up to 77% yield with 99% ee . Convenient synthetic transformations products readily lead pharmacologically interesting scaffolds bearing multiple functional groups. This method may also provide an alternative approach for asymmetric...

Melanoma is the deadliest form of skin cancer, and its incidence has continuously increased over past 20 years. Therefore, discovery a novel targeted therapeutic strategy for melanoma urgently needed. In our study, MTT-based cell proliferation assay, cycle, apoptosis assays through flow cytometry, protein immunoblotting, immunoprecipitation, designing xenograft models, immunohistochemical/immunofluorescent were carried out to determine detailed molecular mechanisms HSP90-PI3K dual inhibitor....

MBH carbonates were successfully applied to a stereoselective [3+3] annulation with <italic>N</italic>,<italic>C</italic>-dinucleophiles for the first time, yielding collection of pharmacologically interesting bicyclic imidazolines which found inhibit MDM2–p53 binding.

An efficient one-pot, two-step, three-component reaction of isatin-derived MBH carbonates, sulfilimines, and epoxides was achieved, thus affording pharmaceutically important spiro-oxindole dihydropyridines.

Developing efficient strategies to synthesize spirocyclopenteneoxindoles is an attractive target due their potential biological activity. This work described the thiourea/silver dual catalytic (3 + 2)/Conia-ene type reaction of 2-(2-oxoindolin-3-yl)malononitrile with ortho-ethynyl substituted nitrostyrene. The features mild conditions and good atom- step-economy. Three new C–C bonds were formed within one synthetic step, providing indane-fused in yields, excellent chemo-, regio-, stereoselectivity.

Highly chemo- and regioselective substrate-directed benzannulation of trisubstituted CF₃-alkenes 2-benzylidenemalononitriles or 2-nitroallylic acetates has been achieved<italic>via</italic>Michael-initiated [4 + 2] Rauhut–Currier-initiated [3 3] annulation.

A highly enantioselective [4 + 2] annulation of 2-ylideneoxindole with malononitrile has been accomplished by cinchonine catalysis under mild conditions. The corresponding enantiomerically enriched 4H-pyrano[3,2-b]indoles were generated in moderate to high yields (up 94%) excellent enantioselectivities 98% ee). To explain the stereoselectivity organocatalytic Michael-ammonization cascade, we also carried out control experiments and proposed plausible transition-state models for catalytic...

A novel intermolecular dearomative [4 + 2] annulation of 3-nitroindoles and enals under oxidative N-heterocyclic carbene catalysis has been developed. This protocol was also suitable for the cyclisation 2-nitrobenzothiophenes with enals.

Abstract Carbon bisnucleophiles are important building blocks in organic synthesis and have widespread applications the construction of carbocyclic compounds. Among them, 1,2‐carbon bisnucleophile has been much less explored. Herein, we developed a [2+3] annulation 2‐(2‐oxoindolin‐3‐yl)malononitrile with 2‐nitroallylic acetates, where served as new type bisnucleophile. Remarkably, reaction exhibits exclusive chemo‐ regioselectivity. A Michael addition/S N 2 mechanism was proposed to avoid...

An efficient TsOH-catalyzed consecutive biscyclization cascade reaction of dithioallylic alcohols with 1-styrylnaphthols is demonstrated for the concise construction pharmaceutically important cyclopenta[b]dihydrobenzofuran scaffolds. This process involved an acid-catalyzed (3+2) cycloaddition followed by intramolecular nucleophilic addition, providing cyclopenta[b]dihydronaphthofurans bearing a tetra- or fully substituted cyclopentane core in good yields exclusive diastereoselectivities...

A chemoselective cross Rauhut-Currier-type reaction has been developed involving a tri-substituted alkene (trifluoromethyl-containing acrylonitrile derivative) with di- or to yield tetra-substituted double bonds in RC-type products. This approach can support the synthesis of trifluoromethylated olefins and synthetically important, structurally complex 3-allylic-type oxindole skeletons. The asymmetric version this be realized by combining Brønsted acid Lewis base for bifunctional...

An asymmetric catalytic multicomponent reaction of malononitrile, benzaldehyde, and α-arylidene pyrazolinones to produce spiropyrazolones has been reported. The [1 + 2 3] was catalyzed by chiral cinchona alkaloids provide in high yields, with excellent enantioselectivities good diastereoselectivities. We also performed control experiments proposed a plausible cycle based on the observed experimental results explain process stereoselectivity reaction.

A sequential NHC-amine catalytic cascade reaction has been developed. This approach incorporates a highly chemoselective intermolecular cross-benzoin and regioselective Michael-acetalization cascade.

Ras-related protein RalA is a member of the Ras small GTPases superfamily. Its activation plays an important role in regulating tumor initiation, invasion, migration, and metastasis. In this study, we designed new type inhibitor containing dihydro-α-carboline scaffold. The structurally derivatives could be efficiently synthesized good yields through newly developed three-component [3+2+1] cyclization reaction. Evaluation biological activity showed that some can inhibit RalA/B proliferative...