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    Selective Synthesis of Functionalized Spiro[indoline-3,2′-pyridines] and Spiro[indoline-3,4′-pyridines] by Lewis Acid Catalyzed Reactions of Acetylenedicarboxylate, Arylamines, and Isatins
    The Journal of Organic Chemistry (2014)
    Hong GaoJing SunChao‐Guo Yan
    The functionalized spiro[indoline-3,2'-pyridine]-3',4',5',6'-tetracarboxylates were efficiently synthesized by BF3·OEt2-catalyzed reactions of isatin-3-imines with acetylenedicarboxylates in methylene dichloride. Under similar conditions, the BF3·OEt2-catalyzed three-component reactions of acetylenedicarboxylates, arylamines, and isatins afforded functionalized spiro[indoline-3,4'-pyridine]-2',3',5',6'-tetracarboxylates in moderate yields.
    Indoline
    Isatin
    Acetylenedicarboxylate
    Dimethyl acetylenedicarboxylate
    Citations (68)
    Cytotoxic and Anticancer Activities of Indoline-2,3-dione (Isatin) and Its Derivatives
    Journal of Pharmaceutical Research International (2018)
    Sulayman IbrahimTilal Elsaman
    Isatin (1H-indolin-2,3-dione) is a versatile bioactive and heterocyclic scaffold with an indole nucleus. For the past decades, isatin and its derivatives have shown tremendous interest among researchers (organic and medicinal chemists). Hence, their extensive structural modification has result in different analogues of isatin depicting wide range of biological and pharmacological activities including antimicrobial, anticancer, anti-inflammatory and analgesic, anticonvulsant, anti-viral, anti HIV and antiplasmodial activity. In this present review, we focus on isatin and its derivatives possessing cytotoxic and anticancer activity against different cancer cell lines from the period 2002 to 2015.
    Isatin
    Indoline
    Citations (6)
    Synthesis of Spiro[indoline]oxindoles from Isatin Ketonitrones and Alkynes
    Synfacts (2013)
    Key words spirooxindoles - alkynes - isatin ketonitrones - [3+2] cycloaddition - silica gel
    Isatin
    Indoline
    Oxindole
    Citations (0)
    Spirocyclization of Isatin with Chiral α-Aminothiols: Diastereoselective Synthesis of (-)- and (+)-4'-(Methoxycarbonyl)spiro[indoline-3,2'-thiazolidin]-2-one
    Collection of Czechoslovak Chemical Communications (2000)
    Peter KutschyMojmı́r SuchýMilan DzurillaPavel PazderaMitsuo Takasugi
    Reactions of isatin with chiral α-aminothiols have been studied. With L-cysteine, only decomposition products were formed under various reaction conditions, whereas D- and L-penicillamine afforded mixtures of diastereomeric 4'-carboxy-5',5'-dimethylspiro[indoline- 3,2'-thiazolidin]-2-ones ( 4a and 4b or 5a and 5b ) in the ratio 1 : 1. The reaction of isatin with methyl L- and D-cysteinates under mild reaction conditions (methanol-benzene, room temperature) proceeded diastereoselectively with the formation of (-)- and (+)-4'-(methoxycarbonyl)spiro[indoline-3,2'-thiazolidin]-2-one ( 6a and 8 ) in 38 and 30% yields, respectively. Optically inactive 4'-(methoxycarbonyl)spiro[indoline-3,2'-([2',5']dihydrothiazol)]-2-one ( 7 ) was isolated as a side product in 7 and 3% yield, respectively. Structure of the obtained products was determined by spectral methods, including NOE difference measurements and by X-ray crystallography.
    Indoline
    Isatin
    Diastereomer
    Citations (7)
    Unprecedented formation of spiro[indoline-3,7′-pyrrolo[1,2-a]azepine] from multicomponent reaction of l-proline, isatin and but-2-ynedioate
    RSC Advances (2015)
    Fan YangJing SunHong GaoChao‐Guo Yan
    Spiro[indoline-3,3′-pyrrolizines] and spiro[indoline-3,7′-pyrrolo[1,2-a]azepines] can be selectively produced from three-component reaction of α-amino acids, isatins and but-2-ynedioates.
    Isatin
    Indoline
    Azepine
    Citations (42)
    Conversion of Indoline‐2‐thione and Oxindole to Isatin — Some New Observations.
    ChemInform (2004)
    Satarupa BanerjeeSandipan SarkarRamkrishna BasakManas Chakrabarty
    Abstract For Abstract see ChemInform Abstract in Full Text.
    Isatin
    Indoline
    Oxindole
    Citations (1)
    Conversion of indoline-2-thione and oxindole to isatin- some new observations
    Zenodo (CERN European Organization for Nuclear Research) (2004)
    Satarupa BanerjeeSandipan SarkarRamkrishna BasakManas Chakrabarty
    Indoline-2-thione (1) and oxindole, when treated separately with ceric ammonium nitrate adsorbed on silica gel (CAN-SiO 2 ) in acetonitrile, furnished isatin (2) as the sole product, whereas Montmorillonite K10 clay alone converted oxindole to isatin in a dry reaction.
    Isatin
    Indoline
    Oxindole
    Citations (2)
    Efficient One-Pot Synthesis of Novel Spirooxindole Derivatives via Three-Component Reaction in Aqueous Medium
    Journal of Combinatorial Chemistry (2010)
    Hui ChenDaqing Shi
    A novel and efficient one-pot synthesis of spiro[indoline-3,4′-pyrazolo[3,4-b]quinoline]dione, spiro[furo[3,4-e]pyrazolo[3,4-b]pyridine-4,3′-indoline]dione, and spiro[indeno[2,1-e]pyrazolo[3,4-b]pyridine-4,3′-indoline]dione derivatives via three-component reaction of isatin, 5-amino-3-methylpyrazole, and 1,3-dicarbonyl compounds in aqueous medium is described. The advantages of this method include high efficiency, mild reaction conditions, convenient operation, and environmentally benign conditions.
    Indoline
    Isatin
    Aqueous medium
    Quinoline
    Multi-component reaction
    One-pot synthesis
    Citations (153)
    Development of Synthetic Methods for Selected Indole Based Heterocyclic Compounds from Indole Isatin and Indoline 2 thione
    Shodhganga (2016)
    Ganesh M. Shelke
    Isatin
    Indoline
    Citations (0)
    Cu–Catalyzed Tandem Oxidation of N‐Substituted Indolines to Isatins
    ChemistrySelect (2018)
    Shanshan GaoJunliang ZhengGuo‐Ping GeJunfei Luo
    Abstract The direct transformation of N ‐substituted indoline to isatin derivatives has been developed, this reaction employed cheap Cu catalyst and aqueous tert ‐butyl hydroperoxide as an oxidant. Primary mechanism studies suggested that the indolines was initially oxidized to indoles which further undergo Cu‐catalyzed oxidation to isatins.
    Isatin
    Indoline
    Tandem
    Aqueous medium
    Citations (2)