- Structural, vibrational, electronic, NMR, NLO and reactivity analyses of (3Z)-3-(2-oxo-2-phenylethylidene)-1,3-dihydro-2H-indol-2-one (OPEDI) by ab initio HF and DFT calculations
-
This study represents the vibrational, electronic, NMR, NLO, reactivity and structural aspects of (3Z)-3-(2-oxo-2-phenylethylidene)-1,3-dihydro-2H-indol-2- one (OPEDI). A detailed interpretation of the FT-IR, FT-Raman, UV and NMR spectra were reported. Th
- Sridevi,Velraj
-
-
Read Online
- Asymmetric Synthesis of Spirooxindoles with Seven Stereocenters via Organocatalyzed One-pot Three-component Sequential Cascade Reactions
-
A bifunctional squaramide-catalyzed one-pot three-component Michael/Mannich-Michael/cyclization sequential cascade reaction for the construction of bispirooxindole-spirooxindoles was developed in good yields with excellent stereoselectivities (up to >20:1 dr, 99% ee). A series of original cinnamoyl-3-ylideneoxindoles have been applied to this sequential cascade strategy for the first time. This new strategy provides a process for the enantioselective construction of bispirooxindole-spirooxindoles with seven stereocenters, of which three are quaternary spiro-stereocenters. (Figure presented.).
- Zhao, Bo-Liang,Du, Da-Ming
-
-
Read Online
- Important properties of sulfur-bonded organoboron (III) complexes with biologically potent ligands
-
Important properties of sulfur/oxygen and nitrogen bonded organoboron (III) complexes with biologically potent ligands viz., semicarbazone, thiosemicarbazone, and dithiocarbazate having the donor groups ONX and NS have been studied. The unimolar and bimol
- Singh,Biyala, Mukesh Kumar,Fahmi, Nighat
-
-
Read Online
- Synthesis of Annulated Carbazoles from Indol-2,3-dione
-
Reaction of ethyl chloroformate with 3-aroylmethylindol-2(3H)-ones 5 affords the ethyl 3--2-(ethoxycarbonyloxy)indole-1-carboxylates 6 from which the corresponding annulated carbazoles 10 are obtained via 6?-electro
- Beccalli, Egle M.,Marchesini, Alessandro,Pilati, Tullio
-
-
Read Online
- Lewis acid-promoted synthesis of highly substituted pyrrole-fused benzoxazinones and quinoxalinones
-
A synthesis of a series of novel fused tricyclic heterocyclic compounds has been achieved in one-pot reaction set up starting from (E)-3-(2-oxo-2-phenylethylidene)indolin-2-one and 1,4-benzoxazinone/quinoxalinone derivatives promoted by tin(IV) chloride.
- Selvendran, Suresh,Rajendran, Saravanakumar
-
supporting information
p. 437 - 445
(2020/10/22)
-
- Diastereoselective trans Cyclopropanation of 3-Alkylidene Oxindoles with in Situ Generated α-Diazo Carbonyls or α,β-Unsaturated Diazo Compounds
-
An efficient diastereoselective trans cyclopropanation of 3-alkylidene oxindoles with in situ generated α-diazo carbonyl compounds or α,β-unsaturated diazo compounds under metal-free conditions has been developed to synthesize 3-spirocyclopropyl-2-oxindol
- Pramanik, Sayan,Ray, Suman,Maity, Suvendu,Ghosh, Prasanta,Mukhopadhyay, Chhanda
-
supporting information
p. 2240 - 2252
(2021/03/18)
-
- Dynamic Kinetic Asymmetric Transformation of Racemic Diastereomers: Diastereo- and Enantioconvergent Michael–Henry Reactions to Afford Spirooxindoles Bearing Furan-Fused Rings
-
Dynamic kinetic asymmetric transformation (DYKAT) reactions of racemic diastereomer mixtures that afford the products as essentially single diastereomers with high enantioselectivities are described. We demonstrated the DYKAT in the diastereo- and enantio
- Sohail, Muhammad,Tanaka, Fujie
-
supporting information
p. 21256 - 21260
(2021/08/23)
-
- Synthesis and evaluation of isatin derivatives as antifungal agents
-
Various types of isatin derivatives were synthesized by reacting isatin with different reagents viz substituted acetophenones, sodium nitrate, hydroxylamine hydrochloride and hydrazine hydrate. Characterization of the synthesized compounds was done by using various spectral techniques such as IR,1HNMR,13CNMR, elemental analysis and mass spectrometry. Synthesized compounds were further evaluated for their antifungal activity against Helminthosporium oryzae, Rhizoctonia solani and Fusarium moniliforme using poison food technique. 3-(2-Oxo-2-phenylethylidene) indolin-2-one showed significant mycelium inhibition against all tested rice fungi.
- Dawar, Monika,Kaur, Komalpreet,Rani, Ritu,Utreja, Divya
-
p. 199 - 205
(2020/02/29)
-
- Ultrasound-assisted synthesis of 3-(1-(2-(1H-indol-3-yl)ethyl)-2-aryl-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl)indolin-2-ones by novel core-shell bio-based nanocatalyst anchoring sulfonated L-histidine on magnetized silica (SO3H-L-Hi
-
An efficient synthesis of 3-(1-(2-(1H-indol-3-yl)ethyl)-2-aryl-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl)indolin-2-ones is reported via a one-pot three-component reaction of 3-phenacylidenoxindoles, tryptamine, and dimedone under ultrasound irra
- Nikoofar, Kobra,Peyrovebaghi, Seyedeh S.
-
p. 1303 - 1313
(2020/02/13)
-
- Eco-friendly Polyethylene Glycol-400 as a Rapid and Efficient Recyclable Reaction Medium for the Synthesis of Anticancer Isatin-linked Chalcones and Their 3-Hydroxy Precursor
-
Isatin chalcones and their 3-hydroxy precursors are shown to possess potential anticancer activity and are also versatile substrates and key intermediates for the synthesis of a large variety of bioactive spiro-oxindoles. An environmental friendly tandem
- Gupta, Alpana K.,Bharadwaj, Mausumi,Mehrotra, Ravi
-
p. 703 - 709
(2018/12/11)
-
- Phosphine-Catalyzed Interrupted Morita–Baylis–Hillman Reaction and Switchable Domino Reactions of α-Substituted Activated Olefins with Formaldehyde and Mechanism Elucidation
-
3-Olefinic oxindoles can undergo interrupted Morita-Baylis-Hillman reaction with formaldehyde. Apart from the previous reported dephosphoration to access reductive aldol-type products, here we uncovered that completely different pathways were followed by tuning the substitutions of 3-olefinic oxindoles. In combination with formalin, an unexpected domino phosphorus-ylide formation, aldol-type addition, hemeacetal formation and O-substitution process was observed to produce 1,3-dioxolane derivatives. Moreover, a switchable sequence to produce formate derivatives via a key hydride transfer process was furnished by simply replacing formalin with paraformaldehyde. Density functional theory calculations were conducted to well elucidate the catalytic reaction mechanism.
- Gu, Jing,Xiao, Ben-Xian,Ouyang, Qin,Du, Wei,Chen, Ying-Chun
-
p. 155 - 160
(2019/01/21)
-
- Regioselective hydrodehalogenation of aromatic α-and β-halo carbonyl compounds by cui in isopropanol
-
An operationally efficient and regioselective hydrodehalogenation methodology of aromatic α-and β-halo carbonyl compounds has been developed using CuI in isopropanol at 90 °C under basic condition. The catalytic system effectively dehalogenates chloride, bromide, and iodide groups and af-forded high yield (up to 97 %) as carbonyl compounds. The methodology is environmentally friendly and demonstrates excellent tolerance to a broad range of electronically rich and poor substituents.
- Parveen, Iram,Khan, Danish,Ahmed, Naseem
-
p. 759 - 764
(2019/01/09)
-
- Application of isatin analogues in preparing antineoplastic drugs
-
The invention belongs to the field of medicinal chemistry, and in particular relates to an application of isatin analogues in preparing antineoplastic drugs. A series of isatin analogues can be synthesized by splicing isatin and [alpha],[beta]-unsaturated ketone via a medicinal chemistry splicing principle. The compounds (the isatin analogues) are relatively good in inhibitory activity on three tumor cells, and an antineoplastic effect can be achieved by inhibiting growth and migration of tumor cells and by blocking cell cycle G2/M period; and based upon in vivo experimental results, it is also indicated that the compounds can inhibit tumor growth.
- -
-
Paragraph 0035; 0036; 0040; 0056
(2018/07/30)
-
- Design, synthesis and QSAR study of novel isatin analogues inspired Michael acceptor as potential anticancer compounds
-
Molecular hybridization is considered as an effective tactic to develop drugs for the treatment of cancer. A series of novel hybrid compounds of isatin and Michael acceptor were designed and synthesized on the basis of association principle. These hybrid compounds were tested for cytotoxic potential against human cancer cell lines namely, BGC-823, SGC-7901 and NCI-H460 by MTT assay. Most compounds showed good anti-growth activities in all tested human cancer cells. SAR and QSAR analysis may provide vital information for the future development of novel anti-cancer inhibitors. Notably, compound 6a showed potent growth inhibition on BGC-823, SGC-7901 and NCI-H460 with the IC50 values of 3.6 ± 0.6, 5.7 ± 1.2, 3.2 ± 0.7 μM, respectively. Besides, colony formation assays, wound healing assays and flow cytometry analysis indicated 6a exhibited a potent anti-growth and anti-migration ability in a concentration-dependence manner through arrested cells in the G2/M phase of cell cycle. Moreover, 6a significantly repressed tumor growth in a NCI-H460 xenograft mouse model. Overall, our findings suggested isatin analogues inspired Michael acceptor may provide promising lead compounds for the development of cancer chemotherapeutics.
- Wang, Jiabing,Yun, Di,Yao, Jiali,Fu, Weitao,Huang, Fangyan,Chen, Liping,Wei, Tao,Yu, Cuijuan,Xu, Haineng,Zhou, Xiaoou,Huang, Yanqing,Wu, Jianzhang,Qiu, Peihong,Li, Wulan
-
p. 493 - 503
(2018/01/01)
-
- Access to 3-Prenylated Oxindoles by α-Regioselective Prenylation: Application to the Synthesis of (±)-Debromoflustramine e
-
The development of a rapid, highly efficient, and one-pot synthesis of C3-α-prenylated oxindoles with simple reagents is described. The process is based on zinc-mediated α-regioselective prenylation of 3-acylidene-oxindole with commercially available pren
- Li, De-Feng,Liu, Kun,Jiang, Yi-Xuan,Gu, Yan,Zhang, Jing-Ru,Zhao, Li-Ming
-
supporting information
p. 1122 - 1125
(2018/02/23)
-
- Synthesis of (E)-3-(2-Oxo-2-arylethylidene)indolin-2-ones through Alkyne Carbonyl Metathesis and Their Stereospecific Application towards Spiro-oxindolopyrrolizidine Scaffolds
-
An iron-salt catalyzed, atom economic, unfamiliar type of alkyne carbonyl metathesis strategy has been developed by using isatins and acetylenes for the regioselective synthesis of (E)-3-(2-oxo-2-arylethylidene)indolin-2-one derivatives, which has been further utilized to develop a catalyst-free methodology for the synthesis of biologically active spiro-oxindolopyrrolizidine scaffolds in a highly regio- and stereospecific manner by reacting with l-proline and aldehydes. Both methods are acceptable towards various functionalities that include electron-donating and electron-accepting groups at the ortho-, meta- and para-positions. This protocol provides an environmentally friendly reaction methodology for the synthesis of a series of (1′S,2′R,3′R,7a′R)-1′,3′,5′,6′,7′,7a′-hexahydrospiro[indoline-3,2′-pyrrolizin]-2-ones.
- Basu, Soumyadip,Mukhopadhyay, Chhanda
-
p. 1496 - 1506
(2018/04/06)
-
- Design, synthesis and molecular docking of novel structural hybrids of substituted isatin based pyrazoline and thiadiazoline as antitumor agents
-
Cancer, which is considered to be the world’s most serious illness cause 8.2 million deaths and this rate may double by 2030. We herein report a new series of 3-(2-(p-substituted)-2-((5-phenyl-1,3,4-thiadiazol-2-yl)imino)-2-(p-substituted)ethylidene)indolin-2-one (15–19) and 5-substituted-5′-substituted phenyl-2′,4′-dihydrospiro[indoline-3,3′-pyrazol]-2-one derivatives (20–24) as potent anticancer agents. These compounds were evaluated for in vitro antitumor activity against the National Cancer Institute panel of 60 cancer cell lines. Among all the synthesized compounds, two compounds 15 and 16 showed remarkable antitumor activity with GI50 (MG-MID) values of 0.65 & 0.72 μM, respectively against Non-small cell lung cancer. To gain insight for mode of binding with Epidermal Growth Factor Receptor kinase enzyme, these compounds were further subjected to docking studies.
- Gangarapu, Kiran,Thumma, Gouthami,Manda, Sarangapani,Jallapally, Anvesh,Jarapula, Ravi,Rekulapally, Sriram
-
p. 819 - 829
(2017/03/06)
-
- Biocatalysed olefin reduction of 3-alkylidene oxindoles by baker's yeast
-
3-Substituted oxindoles are very interesting molecules both for their potential biological activity and for their role as starting materials toward more complex oxindole-based structures. These molecules can be prepared by the reduction of a 3-ylidene oxi
- Rossetti, Arianna,Sacchetti, Alessandro,Bonfanti, Marta,Roda, Gabriella,Rainoldi, Giulia,Silvani, Alessandra
-
p. 4584 - 4590
(2017/07/11)
-
- Bioreduction of the C=C double bond with Pseudomonas monteilii ZMU-T17: One approach to 3-monosubstituted oxindoles
-
An efficient whole cell-mediated bioreduction of 3-methylene-2-oxindoles has been developed, affording a range of 3-monosubstituted oxindoles in moderate to good yields (41-82%) with Pseudomonas monteilii ZMU-T17 as biocatalyst. Additionally, a possible reaction pathway for this bioreduction of C=C double bond was proposed.
- Zhao, Jia,Guan, Shuicheng,Zhou, Xiaojian,Han, Wenyong,Cui, Baodong,Chen, Yongzheng
-
p. 3098 - 3104
(2016/05/19)
-
- Squaramide-Catalyzed Enantioselective Cascade Approach to Bispirooxindoles with Multiple Stereocenters
-
A bifunctional squaramide-catalyzed Michael/Michael cascade reaction for the construction of spirotetrahydrofuran bispirooxindoles was developed. The products were obtained in moderate to excellent yields with excellent diastereo- and enantioselectivities
- Zhao, Bo-Liang,Du, Da-Ming
-
supporting information
p. 3992 - 3998
(2016/12/30)
-
- Highly efficient regioselective synthesis of pyrroles via a tandem enamine formation-Michael addition-cyclization sequence under catalyst- and solvent-free conditions
-
A convenient catalyst-free, three-component procedure was developed for the synthesis of tetrasubstituted pyrroles under solvent-free conditions and in green solvents glycerol, PEG-200 and water. A sequential enamine-formation, Michael addition and intram
- Vivekanand, Thavaraj,Vinoth, Perumal,Agieshkumar,Sampath, Natarajan,Sudalai, Arumugam,Menéndez, J. Carlos,Sridharan, Vellaisamy
-
supporting information
p. 3415 - 3423
(2015/06/25)
-
- Synthesis and biological evaluation of spiro[cyclopropane-1,3′-indolin]-2′-ones as potential anticancer agents
-
Libraries of spiro[cyclopropane-1,3′-indolin]-2′-ones were synthesized and evaluated for their biological activity against five different human cancer cell lines HT-29 (colon cancer), DU-145 (prostate cancer), Hela (cervical cancer), A-549 (Lung cancer),
- Reddy, Chada Narsimha,Nayak, V. Lakshma,Mani, Geeta Sai,Kapure, Jeevak Sopanrao,Adiyala, Praveen Reddy,Maurya, Ram Awatar,Kamal, Ahmed
-
p. 4580 - 4586
(2015/10/12)
-
- Chemistry of phosphorus ylides. Part 37. The reaction of phosphonium ylides with indoles and naphthofurans. Synthesis of phosphanylidenes, pyrans, cyclobutenes, and pyridazine as antitumor agents
-
The reaction of the stabilized phosphonium ylides 2a, b with indolinones 1a, b and naphthofuranone 13 afforded the corresponding propylidene and ethylidene derivatives 4a-d and 14a, b. On the other hand, the active phosphacumulenes 5a, b react with compounds 4a-d by [4 + 2]-cycloaddition to give the stable phosphanylidene indole pyranones 6a-h. Although compounds 14a, b afforded the naphthofuropyrans 16a-d and triphenylphosphane. Moreover, the phosphallene ylide 7 react with compounds 4a-d and 14a, b to give phosphanylidenecyclobuteneindoline 9a-d and naphthalenones 18a, b, respectively. In addition, the naphthofuropyridazine 21 was obtained from the reaction of the hydrazone 19 and the phosphacumulene 5a. The antitumor activity of some of the new compounds was evaluated, in vitro, against colon and hepatocellular carcinoma cell lines. They showed values closed to that recorded by the reference drug Doxorubicin.
- Maigali, Soher S.,El-Hussieny, Marwa,Soliman, Fouad M.
-
-
- Studies on the stereochemical assignment of 3-acylidene 2-oxindoles
-
The designation of E/Z-geometrical isomers in 3-acylidene 2-oxindoles by NMR spectroscopy can lead to erroneous assignment of alkene stereochemistry because of the narrow chemical shift range observed over a large series of analogues. In contrast, UV-Vis spectroscopy offers a convenient and more reliable method for alkene stereochemical assignment. A combination of X-ray crystallography and theoretical studies shows that the observed differences in UV-Vis spectroscopic behaviour relate to the twisted conformation of the Z-isomers that provides reduced conjugation and weaker hypsochromic (blue-shifted) absorbances relative to those of the E-isomers.
- Edeson, Steven J.,Jiang, Julong,Swanson, Stephen,Procopiou, Panayiotis A.,Adams, Harry,Meijer, Anthony J. H. M.,Harrity, Joseph P. A.
-
p. 3201 - 3210
(2014/05/06)
-
- Chalcone based azacarboline analogues as novel antitubulin agents: Design, synthesis, biological evaluation and molecular modelling studies
-
The present study involves the design of a series of 3-aryl-9-acetyl- pyridazino[3,4-b]indoles as constrained chalcone analogues. A retrosynthetic route was proposed for the synthesis of target compounds. All the synthesized compounds were evaluated for in-vitro cytotoxicity against THP-1, COLO-205, HCT-116 and A-549 human cancer cell lines. The results indicated that 2a, 3a, 5a and 6a possessed significant cytotoxic potential with an IC50 value ranging from 1.13 to 5.76 μM. Structure activity relationship revealed that the nature of both Ring A and Ring B influences the activity. Substitution of methoxy groups on the phenyl ring (Ring A) and unsubstituted phenyl ring (Ring B) were found to be the preferred structural features. The most potent compound 2a was further tested for tubulin inhibition. Compound 2a was found to significantly inhibit the tubulin polymerization (IC50 value - 2.41 μM against THP-1). Compound 2a also caused disruption of microtubule assembly as evidenced by Immunoflourescence technique. The significant cytotoxicity and tubulin inhibition by 2a was rationalized by molecular modelling studies. The most potent structure was docked at colchicine binding site (PDB ID-1SA0) and was found to be stabilized in the cavity via various hydrophobic and hydrogen bonding interactions.
- Sharma, Sahil,Kaur, Charanjit,Budhiraja, Abhishek,Nepali, Kunal,Gupta, Manish K.,Saxena,Bedi
-
p. 648 - 660
(2014/09/17)
-
- Synthesis of novel spiropyrazoline oxindoles and evaluation of cytotoxicity in cancer cell lines
-
A series of novel spiropyrazoline oxindole derivatives was synthesized by 1,3-dipolar cycloaddition reaction. The compounds were screened for their in vitro cytotoxic activity against MCF-7 breast cancer cell line (estrogen receptor positive (ER+) and hum
- Monteiro, ?ngelo,Gon?alves, Lídia M.,Santos, Maria M.M.
-
p. 266 - 272
(2014/05/06)
-
- Design and synthesis of marine natural product-based 1H-indole-2,3-dione scaffold as a new antifouling/antibacterial agent against fouling bacteria
-
Marine organisms such as seaweeds, sponges and corals protect their own surfaces from fouling by their high anesthetic, repellant, and settlement inhibition properties. Within the marine ecosystem, evolution has allowed for the development of certain antifouling properties. Isatin is a biologically active chemical produced by an Alteromonas sp. strain inhibiting the surface of embryos of the cardiean shrimp Palaemon macrodectylus, which protect them from the pathogenic fungus Lagenidium callinectes. In present study, an antibacterial activity of isatin and its synthetic analogues were evaluated against different fouling bacteria in order to explore the structure activity relationships for the first time. The synthesized compounds along with parent isatin were tested against different ecologically relevant marine microorganisms by using the Kirby-Bauer disc diffusion method. Few synthetically modified isatin exhibited potent inhibitory activity at concentration of 2 μg/disc against Planococcus donghaensis, Erythrobacter litoralis, Alivibrio salmonicida, Vibrio furnisii. Overall, the modified analogues showed stronger activity than the parent marine natural product (isatin) and hence 1H-indole-2,3-dione scaffold has immense potential as future antibacterial/antifouling candidate.
- Majik, Mahesh S.,Rodrigues, Cheryl,Mascarenhas, Stacey,D'Souza, Lisette
-
-
- Microwave-induced solvent-free synthesis and antifungal screening of novel spiro heterocyclic systems containing 3,5-diphenyl-7h-thiazolo[3,2-a]pyrimidine and indolin-2-one
-
A microwave-induced technique has been developed for the synthesis of a series of novel spiro indoline-based heterocycles (7a-g) at atmospheric pressure in an open vessel using an environmentally benign procedure. This rapid method produces pure products
- Singh, Divya,Fatma, Shahin,Ankit, Preyas,Mishra, Priya,Singh, Sarita,Singh, Shyam Babu,Singh, Jagdamba
-
p. 3072 - 3082
(2013/09/12)
-
- Unexpected approach to the synthesis of 2-phenylquinoxalines and pyrido[2,3-b]pyrazines via a regioselective reaction
-
An unexpected approach to the preparation of quinoxaline and pyrido[2,3-b]pyrazine derivatives 5 is described. The reaction between 1H-indole-2,3-diones 1, 1-phenyl-2-(triphenylphosphoranylidene)ethanone (2), and benzene-1,2- or pyridine-2,3-diamines 3 proceeds in MeOH under reflux in good to excellent yields (Scheme 1 and Table). No co-catalyst or activator is required for this multi-component reaction (MCR), and the reaction is, from an experimental point of view, simple to perform. The structures of 5, 5′, and 6 were corroborated spectroscopically (IR, 1H- and 13C-NMR, and EI-MS) and were confirmed by comparison with reference compounds. A plausible mechanism for this type of reaction is proposed (Scheme 2). Copyright
- Alizadeh, Abdolali,Mokhtari, Javad
-
p. 124 - 129
(2013/03/14)
-
- Photophysical study of some 3-benzoylmethyleneindol-2-ones and estimation of ground and excited states dipole moments from solvatochromic methods using solvent polarity parameters
-
3-Benzoylmethyleneindol-2-ones, isatin based chalcones containing donor and acceptor moieties that exhibit excited-state intramolecular charge transfer, have been studied in different solvents by absorption and emission spectroscopy. The excited state beh
- Saroj, Manju K.,Sharma, Neera,Rastogi, Ramesh C.
-
experimental part
p. 73 - 86
(2012/04/04)
-
- A novel, one-pot four-component route to 2′-thioxo-2′,3′- dihydrospiro[indole-3,6′-[1,3]thiazin]-2-one derivatives
-
An efficient route to 2′,3′-dihydro-2′- thioxospiro[indole-3,6′-[1,3]thiazin]-2(1H)-one derivatives is described. It involves the reaction of isatine, 1-phenyl-2-(1,1,1-triphenyl- λ5-phosphanylidene)ethan-1-one, and different amines in the presence of CS2 in dry MeOH at reflux (Scheme 1). The alkyl carbamodithioate, which results from the addition of the amine to CS 2, is added to the α,β-unsaturated ketone, resulting from the reaction between 1-phenyl-2-(1,1,1-triphenyl-λ5- phosphanylidene)ethan-1-one and isatine, to produce the 3′-alkyl-2′, 3′-dihydro-4′-phenyl-2′-thioxospiro[indole-3,6′-[1,3] thiazin]-2(1H)-one derivatives in excellent yields (Scheme 2). Their structures were corroborated spectroscopically (IR, 1H- and 13C-NMR, and EI-MS) and by elemental analyses. Copyright
- Alizadeh, Abdolali,Mokhtari, Javad
-
experimental part
p. 1315 - 1319
(2011/09/14)
-
- Facile synthesis of β-lactam-grafted spirooxindolopyrrolidine through regioselective 1,3-dipolar cycloaddition reaction
-
One-pot synthesis of novel β-lactam-grafted spiropyrrolidines has been accomplished in good yield via a facile [3+2] cycloaddition reaction of azomethine ylides, derived from β-lactam aldehyde and sarcosine, with various p-substituted (E)-2-oxoindoline-3-
- Arumugam, Natarajan,Raghunathan, Raghavachary
-
body text
p. 2747 - 2755
(2011/08/22)
-
- Synthesis of spiro heterocyclic compounds
-
Reaction of isatin with acetophenone derivatives gave 3-hydroxy-3-phenacyl oxindole derivatives (II), dehydration of (II) gave 3-phenacylidene-2-indolinone derivatives (III). Condensation of (III) with hydrazine hydrate, phenylhydrazine and phenylthiourea
- Ibrahim, Mohamed N.,El-Messmary, Mohamed F.,Elarfi, Mohamed G.A.
-
experimental part
p. 55 - 58
(2011/01/03)
-
- Facile chemoselective synthesis of novel 6-aryl-12H-indolo[2,3-e][l,4] benzodiazocine derivatives by the reaction of 3 -aroylmethylene-2H-indol-2-ones with o-phenylenediamine
-
Syntheses of 6-aryl-12H-indolo[2,3-e][l,4]benzodiazocine derivatives 8 have been achieved for the first time by the reaction of 3-aroylmethylene-2H-indol- 2-ones 4 with o-phenylenediamine 5 While the analogous reaction of 4 with ethylene diamine 9 resulte
- Singh, Pahup,Dandia, Anshu,Khandelwal, Poonam
-
scheme or table
p. 1135 - 1139
(2010/10/21)
-
- One-pot synthesis of new spiro[cyclopropane-1,3′-[3H]indol]- 2′(1′H)-ones from 3-phenacylideneoxindoles
-
(Chemical Equation Presented) In a one-pot procedure, the 3-phenacylideneoxindoles 1a-d were reacted with hydrazine and then in situ with lead(IV) acetate and new diastereoisomers of spiro[cyclopropane-1,3′-[3H] indol]-2′(1′H)-ones were prepared. Compounds 1a-d underwent a highly diastereoselective cyclopropanation leading to diastereoisomers 2a-d. These new compounds containing both 2-oxindole and cyclopropane moieties may be valuable in medicinal chemistry.
- Shaabanzadeh, Masoud,Khabari, Faranak
-
scheme or table
p. 949 - 953
(2010/09/03)
-
- Synthesis and structure of new oxoindoles
-
The synthesis and study of the structure of new oxoindoles has been carried out. The molecular and crystal structure, and the stereochemistry atom of C(3) of 1,2-diacetyl-5′-phenyl(2′,4′ dihydrospiro[3H-indol-3, 3′-[3H]pyrazol]-2-(1H)-one have been establ
- Macaev,Radul,Shterbet,Pogrebnoi,Sucman,Malinovskii,Barba,Gdaniec
-
p. 298 - 305
(2008/09/20)
-
- Facile one pot microwave induced solvent-free synthesis and antifungal, antitubercular screening of spiro [1,5]-benzothiazepin-2,3′[3′H] indol-2[1′H]-ones
-
Microwave activation coupled with dry media technique as a green chemistry procedure has been applied to synthesis of a series of some new title compounds. They have been obtained by the reaction of in situ synthesized 1,3-dihydro-3-[2-(phenyl/4-fluorophenyl)-2-oxoethylidene)-indol-2(1H)-one (4a, b) with substituted aminobenzenethiols (5a - d). The key intermediates 4a, b were also prepared in one step by this improved technique by reacting isatin and substituted acetophenones (2a, b). The results obtained under microwave irradiation when compared with that following conventional method demonstrate the versatility of the process. The title compounds 7a - e have also been screened for their antifungal and antitubercular activity, 7a and 7e showing maximum inhibition of growth of Alternaria alternata and Fusarium oxysporium and 7b, c, e revealing significant antitubercular activity.
- Dandia, Anshu,Sati, Meha,Arya, Kapil,Sharma, Rekha,Loupy, Andre
-
p. 1137 - 1141
(2007/10/03)
-
- Microwave-induced one pot synthesis and biological screening of 8-substituted-2,5-dihydro-1,5-benzothiazepin-2-spiro-3'-3'H-indol-2'-(1'H)-ones
-
A convenient method for the synthesis of 8-substituted-2,5-dihydro-1,5-benzothiazepin-2-spiro-3'-3'H-indol-2'-(1'H)-ones, by one pot procedure under microwave irradiation, using ethylene glycol as energy transfer medium, is described. Results are compared
- Dandia, Anshu,Upreti, Mani,Rani, Babita,Pant, Umesh C.
-
p. 3348 - 3355
(2007/10/03)
-
- Reaction of isatins with acylmethylenetriphenylphosphoranes
-
The Wittig reaction of isatin, 5-bromoisatin, and 1-acetylisatin with methoxycarbonyl- or aroylmethylenetriphenylphosphoranes proceeds regioselectively to give Z- or combined Z- and E-isomeric 3-acetylmethyleneindol-2-ones. Ethoxymethylenetriphenylphospho
- Koz'minykh,Berezina,Koz'minykh
-
p. 1100 - 1105
(2007/10/03)
-
- An easy Lewis acid-mediated isomerization from (E)- to (Z)-oxoindolin-3-ylidene ketones
-
(E)-2-Oxoindolin-3-ylidene ketones can be easily isomerized to their (Z)-isomers by AlCl3 at room temperature in CH2Cl2. The behaviour of the unsaturated dicarbonyl framework in the (Z)-configuration as a bidentate ligand
- Faita, Giuseppe,Mella, Mariella,Righetti, PierPaolo,Tacconi, Gianfranco
-
p. 10955 - 10962
(2007/10/02)
-