- MS 4A-PROMOTED AQUEOUS PHOSPHO-ALDOL-BROOK REARRANGEMENT REACTION of ISATINS
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An efficient, simple, environment-friendly, and low-cost protocol for the hydrophosphonation of isatins using inexpensive and non-toxic MS 4A as a recyclable additive in water has been developed. This protocol is also suitable for the aldol reaction of is
- Han, Wei,Liu, Fan,Oriyama, Takeshi
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p. 159 - 166
(2022/01/08)
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- The Ligand Free Palladium(II)-Catalyzed Regioselective 1,2-Addition of Enol Silanes to Quinones to Access 4-Hydroxy-4-(2-oxo-2-arylethyl)cyclohexadien-1-ones and Synthetic Applications
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In contrast to the conventional 1,4-addition process, regioselective 1,2-addition of silyl enol ethers to quinones can now be achieved via a palladium(II) enolate pathway that provides access to 4-hydroxy-4-(2-oxo-2-arylethyl)cyclohexa-2,5-dien-1-one derivatives. This quinone alkylation protocol proceeds under mild reaction conditions at ambient temperature under open air and does not require either an external ligand for the palladium or the use of a base. Additionally, the cyclohexadienone products have been exploited as synthetic precursors for the construction of fused heteroaryl systems.
- Polimera, Subba Rao,A. M. Subbaiah, Murugaiah,Ilangovan, Andivelu
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p. 14356 - 14370
(2021/10/12)
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- Lewis acid-promoted synthesis of highly substituted pyrrole-fused benzoxazinones and quinoxalinones
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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
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supporting information
p. 437 - 445
(2020/10/22)
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- Oxidative ring expansion of 3-hydroxy-3-phenacyloxindoles using phenyliodine diacetate and molecular iodine: Synthesis of 2-hydroxy-2-aryl/alkyl-2,3-dihydroquinolin-4(1H)-ones
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Oxidation of tertiary alcohol of the type 3-hydroxy-3-phenacyloxindoles using the combination of phenyliodine diacetate and molecular iodine in methanol results in oxidative cleavage of C2-C3 bond to form isocyanate as an intermediate with its subsequent
- Kavale, Ashish C.,Kalbandhe, Amit H.,Opai, Imran A.,Jichkar, Atul A.,Karade, Nandkishor N.
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supporting information
(2020/12/14)
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- Diastereoselective trans Cyclopropanation of 3-Alkylidene Oxindoles with in Situ Generated α-Diazo Carbonyls or α,β-Unsaturated Diazo Compounds
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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
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supporting information
p. 2240 - 2252
(2021/03/18)
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- 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
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p. 703 - 709
(2018/12/11)
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- "on Water" Catalytic Aldol Reaction between Isatins and Acetophenones: Interfacial Hydrogen Bonding and Enamine Mechanism
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"On water" catalytic aldol reaction catalyzed by polyetheramine (D230) has been developed for easy access to 3-substituted 3-hydroxyindolin-2-ones through the reaction between various substituted isatins and acetophenones/cyclic ketones in high yields under room temperature. Systematic mechanism investigation uncovers the secret for the on water catalytic aldol reaction: comparison of the heterogeneous and homogeneous reaction circumstances with yields of 95 and 20%, respectively, indicates the on-water reaction dominating; interfacial hydrogen bonding between isatin with H2O is tested based on the downfield shift of the C2 and C3's 13C NMR signals when water was added to the CDCl3 solution of isatin; Lewis base polyetheramine D230 catalyzes the aldol reaction via the enamine mechanism verified by in situ NMR and ESI-MS analysis.
- Han, Jinsong,Zhang, Jin-Lei,Zhang, Wei-Qiang,Gao, Ziwei,Xu, Li-Wen,Jian, Yajun
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p. 7642 - 7651
(2019/06/17)
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- Hit optimization studies of 3-hydroxy-indolin-2-one analogs as potential anti-HIV-1 agents
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In the current study, twenty-two compounds based upon 3-hydroxy-3-(2-oxo-2-phenylethyl)indolin-2-one nucleus were designed, synthesized and in vitro evaluated for HIV-1 RT inhibition and anti-HIV-1 activity. Compounds 3d, 5c and 5e demonstrated encouragin
- Chander, Subhash,Tang, Cheng-Run,Penta, Ashok,Wang, Ping,Bhagwat, Deepak P.,Vanthuyne, Nicolas,Albalat, Muriel,Patel, Payal,Sankpal, Sanskruti,Zheng, Yong-Tang,Sankaranarayanan, Murugesan
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p. 212 - 222
(2018/05/24)
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- Glucose-containing imidazolium salt-catalyzed cross-aldol reaction of isatins and unactivated ketones
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Ketone–ketone cross-aldol reaction of isatins and unactivated ketones was catalyzed by glucose-containing imidazolium salt β-1-imidazole-2,3,4,6-tetra-o-hydroxy-d-glucopyranosyl bromide in neutral condition to generate 3-alkyl-3-hydroxyindolin-2-ones in e
- Wan, Yu,Yuan, Rui,Cui, Hao,Zhang, Xiao-xiao,Li, Ming-qi,Xu, Jiang-biao,Dou, Peng-fei,Zhang, Long-yan,Wu, Hui
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p. 2561 - 2570
(2018/02/16)
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- Design, synthesis and QSAR study of novel isatin analogues inspired Michael acceptor as potential anticancer compounds
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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
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p. 493 - 503
(2018/01/01)
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- An efficient and direct synthesis of substituted 2-phenylquinoline-4-carboxamides from 3-substituted-3-hydroxyindolin-2-ones
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A simple and direct synthesis of substituted 2-phenylquinoline-4-carboxamides from 3-substituted-3-hydroxyindolines in presence of ammonium acetate is described. The developed protocol also allows synthesis of the carboxamide moeity directly from isatin a
- Tiwari, Keshri Nath,Choubey, Rinku,Shukla, Saumya,Gautam, Parul
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p. 165 - 173
(2018/07/05)
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- Green catalytic synthesis method of isatin derivative
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The invention discloses a green catalytic synthesis method of isatin derivative. The method comprises the following steps: adopting isatin compound and ketone containing alpha-hydrogen as raw materials, adopting water as a solvent to perform Aldol reactio
- -
-
Paragraph 0013; 0014; 0015
(2018/01/17)
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- Bromo β - 1 - imidazole - 2, 3, 4, 6 - tetrahydroxy - D - pyran glucose synthesis and use (by machine translation)
-
A bromo β - 1 - imidazole - 2, 3, 4, 6 - tetrahydroxy - D - pyran glucose synthesis and use, which belongs to the multi-component reaction chemical synthesis pyran glucose and use thereof. Bromo β - 1 - imidazole - 2, 3, 4, 6 - tetrahydroxy - D - pyran gl
- -
-
Paragraph 0044; 0045; 0046; 0047; 0048-0050; 0053-0056
(2017/07/04)
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- An unprecedented protocol for the synthesis of 3-hydroxy-3-phenacyloxindole derivatives with indolin-2-ones and α-substituted ketones
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An unprecedented reaction between indolin-2-ones and α-substituted ketones has been developed. Using this protocol, a wide range of biologically important 3-hydroxy-3-phenacyloxindole derivatives could be obtained in good yield (up to 93%) under mild reaction conditions. A possible mechanism of this reaction was tentatively proposed based on some control experiments and MS spectrometry analysis.
- Bai, Mei,You, Yong,Chen, Yong-Zheng,Xiang, Guang-Yan,Xu, Xiao-Ying,Zhang, Xiao-Mei,Yuan, Wei-Cheng
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p. 1395 - 1401
(2016/02/03)
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- DABCO-catalyzed synthesis of 3-substituted-3-hydroxyindolin-2-ones in aqueous media
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An efficient and greener protocol for easy access to 3-susbstituted-3-hydroxy-2-oxindoles by the reaction with various substituted isatins and acetophenones is described. This protocol is widely applicable for a variety of isatins and acetophenones using
- Tiwari, Keshri Nath,Bora, Darshana,Chauhan, Garima,Yadav, Deepika,Sharma, Kavita,Thakur, Ashima,Singh, Lachhman,Tripathi, Vishwadeep
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p. 620 - 625
(2016/06/06)
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- Discovery of 3-Hydroxy-3-phenacyloxindole Analogues of Isatin as Potential Monoamine Oxidase Inhibitors
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A series of 3-hydroxy-3-phenacyloxindole analogues of isatin were designed, synthesized, and evaluated in vitro for their inhibitory activity toward monoamine oxidase (MAO) A and B. Most of the synthesized compounds proved to be potent and selective inhibitors of MAO-A rather than MAO-B. 1-Benzyl-3-hydroxy-3-(4′-hydroxyphenacyl)oxindole (compound 18) showed the highest MAO-A inhibitory activity (IC50: 0.009±0.001 μm, Ki: 3.69±0.003 nm) and good selectivity (selectivity index: 60.44). Kinetic studies revealed that compounds 18 and 16 (1-benzyl-3-hydroxy-3-(4′-bromophenacyl)oxindole) exhibit competitive inhibition against MAO-A and MAO-B, respectively. Structure-activity relationship studies suggested that the 3-hydroxy group is an essential feature for these analogues to exhibit potent MAO-A inhibitory activity. Computational studies revealed the possible molecular interactions between the inhibitors and MAO isozymes. The computational data obtained are congruent with experimental results. Further studies on the lead inhibitors, including co-crystallization of inhibitor-MAO complexes and in vivo evaluations, are essential for their development as potential therapeutic agents for the treatment of MAO-associated neurological disorders.
- Tripathi, Rati K. P.,Krishnamurthy, Sairam,Ayyannan, Senthil R.
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p. 119 - 132
(2016/01/15)
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- Ordered short channel mesoporous silica modified with 1,3,5-triazine-piperazine as a versatile recyclable basic catalyst for cross-aldol, Knoevenagel and conjugate addition reactions with isatins
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A triazine-piperazine immobilized on ordered short channel mesoporous silica was synthesized, characterized and used as a heterogeneous basic catalyst in the synthesis of indole skeletal structures from isatin derivatives under ambient reaction conditions in good to excellent isolated yields. The catalyst showed no loss in its efficacy over 10 recycle experiments. This journal is
- Gupta, Naveen,Roy, Tamal,Ghosh, Debashis,Abdi, Sayed H. R.,Kureshy, Rukhsana I.,Khan, Noor-Ul H.,Bajaj, Hari C.
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p. 17843 - 17850
(2015/03/04)
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- Highly efficient regioselective synthesis of pyrroles via a tandem enamine formation-Michael addition-cyclization sequence under catalyst- and solvent-free conditions
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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
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supporting information
p. 3415 - 3423
(2015/06/25)
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- Synthesis and biological evaluation of spiro[cyclopropane-1,3′-indolin]-2′-ones as potential anticancer agents
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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
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p. 4580 - 4586
(2015/10/12)
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- C U 2O-Catalyzed C(SP 3)-H/C(SP 3)-H Cross-Coupling Using TEMPO: Synthesis of 3-(2-Oxoalkyl)-3-hydroxyoxindoles
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A simple, convenient, and efficient oxidative cross-coupling reaction of oxindoles with ketones toward a variety of 3-(2-oxoalkyl)-3-hydroxyoxindoles in moderate to excellent yields has been developed. This transformation proceeds via a tandem oxidative cross-coupling by using 2,2,6,6-tetramethylpiperidine N-oxyl (TEMPO) in air as an environmentally benign oxidant. This methodology provides an alternative approach for the direct generation of all-carbon quaternary centers at the C3 position of oxindoles.
- Wang, Baoshuang,Zhu, Jiayi,Wei, Yang,Luo, Guotian,Qu, Hongen,Liu, Liang-Xian
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p. 2841 - 2848
(2015/12/23)
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- Studies on the stereochemical assignment of 3-acylidene 2-oxindoles
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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.
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p. 3201 - 3210
(2014/05/06)
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- Chalcone based azacarboline analogues as novel antitubulin agents: Design, synthesis, biological evaluation and molecular modelling studies
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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
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p. 648 - 660
(2014/09/17)
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- 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
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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
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p. 334 - 346
(2013/05/08)
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- 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
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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
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p. 3072 - 3082
(2013/09/12)
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- Molecular sieve mediated decarboxylative Mannich and aldol reactions of β-ketoacids
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A molecular sieve mediated decarboxylative Mannich reaction of β-ketoacids with sulfonyl imines is reported; this protocol leads to an efficient preparation of synthetically useful β-amino ketones. An analogous molecular sieve promoted decarboxylative aldol reaction between β-ketoacids and isatins is also described, which affords bioactive 3-substituted-3-hydroxy-oxindoles in excellent yields.
- Zhong, Fangrui,Jiang, Chunhui,Yao, Weijun,Xu, Li-Wen,Lu, Yixin
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supporting information
p. 4333 - 4336
(2013/07/26)
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- Photophysical study of some 3-benzoylmethyleneindol-2-ones and estimation of ground and excited states dipole moments from solvatochromic methods using solvent polarity parameters
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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.
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experimental part
p. 73 - 86
(2012/04/04)
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- Synthesis of novel oxindolylpyrrolo[2,3-d]pyrimidines via a three-component sequential tandem reaction
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A novel one-pot three-component reaction of 6-amino-uracil, isatin, and acetophenone was accomplished through a programmed pH variation for the synthesis of 5-(2-oxoindolin-3-yl)-1H-pyrrolo[2,3-d]pyrimidine-2,4(3H,7H)-dione derivatives. The reaction was c
- Rad-Moghadam, Kurosh,Azimi, Seyyedeh Cobra
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p. 9706 - 9712
(2012/11/07)
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- Carbohydrate-derived alcohols as organocatalysts in enantioselective aldol reactions of isatins with ketones
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The catalytic activity of carbohydrate-derived amino alcohols in the enantioselective aldol reaction of ketones with isatin and its derivatives has been examined for the first time. The carbohydrate-derived amino alcohols 5 were found to be efficient orga
- Shen, Chao,Shen, Fangyi,Xia, Haijun,Zhang, Pengfei,Chen, Xinzhi
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experimental part
p. 708 - 712
(2011/07/08)
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- Synthesis of spiro heterocyclic compounds
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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.
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experimental part
p. 55 - 58
(2011/01/03)
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- Hydrogen-bonding patterns in 3-alkyl-3-hydroxy-indolin-2-ones
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The mol-ecules of racemic 3-benzoyl-methyl-3-hydroxy-indolin-2-one, C 16H13NO3, (I), are linked by a combination of N-H...O and O-H...O hydrogen bonds into a chain of centrosymmetric edge-fused R 2 2(10) and R 4
- Becerra, Diana,Insuasty, Braulio,Cobo, Justo,Glidewell, Christopher
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scheme or table
p. o79-o86
(2010/06/20)
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- 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
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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)
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- Catalyst-free aldol condensation of ketones and isatins under mild reaction conditions in DMF with molecular sieves 4 A as additive
-
In the presence of molecular sieve (MS) 4 A in DMF, a catalyst-free aldol condensation of a variety of aromatic and aliphatic ketones with isatins under mild reaction conditions has been developed. This approach may provide access to a wide range of 3-sub
- Chen, Wen-Bing,Liao, Yu-Hua,Du, Xi-Lin,Zhang, Xiao-Mei,Yuan, Wei-Cheng
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experimental part
p. 1465 - 1476
(2010/05/18)
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- TARGETING OF EWS-FLI1 AS ANTI-TUMOR THERAPY
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Peptides and compounds are provided that function as EWS-FLI1 protein inhibitors. The peptides and compounds have utility in the treatment of Ewing's sarcoma family of tumors. Also provided are methods of preparing the compounds and assays for identifying
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Page/Page column 15; 63; 21/40
(2008/12/07)
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- 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
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p. 298 - 305
(2008/09/20)
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- 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
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p. 1137 - 1141
(2007/10/03)
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- A versatile synthetic methodology for the synthesis of tryptophols
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Tryptophols have been obtained in high yields by the reduction of 3-substituted-dioxindoles (obtained by the aldol condensation reaction of ketones with isatins or by a modified Knovenagel malonate condensation) using a borane tetrahydrofuran complex. The reported methodology offers distinct advantages over existing methods for the synthesis of these compounds, including consistently greater yields, diastereoselective syntheses and the possibility for the synthesis of a wide range of structurally different tryptophols. The reduction reaction was found to proceed via an intermediate 1,3-diol-oxindole, which was obtained diastereoselectively and, which was subsequently reduced to the corresponding tryptophol.
- Garden, Simon J,Da Silva, Rosangela B,Pinto, Angelo C
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p. 8399 - 8412
(2007/10/03)
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- 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
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p. 1100 - 1105
(2007/10/03)
-
- Synthesis of Annulated Carbazoles from Indol-2,3-dione
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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
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p. 4741 - 4758
(2007/10/02)
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