- Leishmanicidal and cytotoxic activities and 4D-QSAR of 2-arylidene indan-1,3-diones
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The indan-1,3-dione and its derivatives are important building blocks in organic synthesis and present important biological activities. Herein, the leishmanicidal and cytotoxicity evaluation of 16 2-arylidene indan-1,3-diones is described. The compounds w
- de Souza, Ana P. M.,Costa, Maria C. A.,de Aguiar, Alex R.,Bressan, Gustavo C.,de Almeida Lima, Graziela D.,Lima, Wallace P.,Borsodi, Maria P. G.,Bergmann, Bartira R.,Ferreira, Márcia M. C.,Teixeira, Róbson R.
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- Highly diastereoselective spiro-cyclopropanation of 2-arylidene-1,3-indanediones and dimethylsulfonium ylides
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A highly diastereoselective spiro-cyclopropanation reaction of 2-arylidene-1,3-indanediones and dimethylsulfonium ylides has been developedviabase-induced annulation. This efficient and simple protocol features simple operations, mild conditions and excellent functional group compatibility. A variety of structurally interesting spiro-cyclopropanes were prepared in excellent yields and diastereomeric ratios (up to 97% yield and 20?:?1 dr). Also, ring expansion of the cyclopropanation product to quickly deliver a complex indeno[1,2-c]pyridazine structure showcased an interesting application of this method.
- Huang, Jie,Lee, Kevin,Ma, Ping,Sun, Shaofa,Wang, Gangqiang,Wang, Jian,Wu, Yang,Xing, Yalan
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supporting information
p. 18776 - 18780
(2021/10/26)
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- New donor-acceptor stenhouse adducts as visible and near infrared light polymerization photoinitiators
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Polymerization photoinitiators that can be activated under low light intensity and in the visible range are being pursued by both the academic and industrial communities. To efficiently harvest light and initiate a polymerization process, dyes with high molar extinction coefficients in the visible range are ideal candidates. In this field, Donor-acceptor Stenhouse Adducts (DASA) which belong to a class of recently discovered organic photochromic molecules still lack practical applications. In this work, a series of DASA-based dyes are proposed as photoinitiators for the free radical polymerization of (meth)acrylates upon exposure to a near infrared light (laser diode at 785 nm).
- Bonardi, Aude-Héloise,Dumur, Frédéric,Duval, Sylvain,Gigmes, Didier,Lalevée, Jacques,Noirbent, Guillaume,Xu, Yangyang
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supporting information
(2020/05/28)
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- Palladium-Catalyzed Asymmetric [3+2] Cycloaddition of Vinylethylene Carbonates with 2-Arylidene-1,3-Indandiones: Synthesis of Tetrahydrofuran-Fused Spirocyclic 1,3-Indandiones
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An asymmetric [3+2] cycloaddition of 2-arylidene-1,3-indandiones with vinylethylene carbonates (VECs) had been achieved in the presence of Pd2dba3·CHCl3 and axially chiral phosphoramidite ligand. The reaction of various su
- Gao, Xing,Guo, Hongchao,Jiang, Feng,Shi, Wangyu,Shi, Xueyan,Wang, Wei,Wu, Yongjun,Zhang, Cheng,Zhang, Huihui
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supporting information
(2020/08/06)
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- Zirconium catalyzed synthesis of 2-arylidene Indan-1,3-diones and evaluation of their inhibitory activity against NS2B-NS3 WNV protease
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A simple and efficient Knoevenagel procedure for the synthesis of 2-arylidene indan-1,3-diones is herein reported. These compounds were prepared via ZrOCl2·8H2O catalyzed reactions of indan-1,3-dione with several aromatic aldehydes and using water as the
- Oliveira, Ana Flávia C. da S.,de Souza, Ana Paula M.,de Oliveira, André S.,da Silva, Milene L.,de Oliveira, Fabrício M.,Santos, Edjon G.,da Silva, ítalo Esposti P.,Ferreira, Rafaela S.,Villela, Filipe S.,Martins, Felipe T.,Leal, Daniel H.S.,Vaz, Boniek G.,Teixeira, Róbson R.,de Paula, Sergio O.
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supporting information
p. 98 - 109
(2018/03/09)
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- Benzylidine indane-1,3-diones: As novel urease inhibitors; synthesis, in vitro, and in silico studies
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Current study deals with the evaluation of indane-1,3-dione based compounds as new class of urease inhibitors. For that purpose, benzylidine indane-1,3-diones (1–30) were synthesized and fully characterized by different spectroscopic techniques including
- Bano, Bilquees,Kanwal,Khan, Khalid Mohammed,Begum, Farida,Lodhi, Muhammad Arif,Salar, Uzma,Khalil, Ruqaiya,Ul-Haq, Zaheer,Perveen, Shahnaz
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p. 658 - 671
(2018/09/29)
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- Rapid and selective synthesis of spiropyrazolines and pyrazolylphthalides employing Seyferth-Gilbert reagent
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An unexpected product-selectivity in the reaction of 2-arylideneindane-1,3-dione with dimethyl diazomethylphosphonate leading to the formation of two different types of products is reported. The reaction carried out in acetone in the presence of catalytic amount of cesium fluoride afforded spiropyrazoline phosphonates via 1,3-dipolar cycloaddition reaction, whereas the reaction in methanol yielded an interesting class of pyrazolylphthalides. This strategy provides an efficient alternative method for the construction of pyrazolylphthalides, and moreover, the process is general, works under mild conditions, and exhibits high functional group compatibility.
- Gupta, Ashis Kumar,Vaishanv, Narendra Kumar,Kant, Ruchir,Mohanan, Kishor
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p. 6411 - 6415
(2017/08/10)
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- Microwave-promoted, catalyst-free, multi-component reaction of proline, aldehyde, 1,3-diketone: One pot synthesis of pyrrolizidines and pyrrolizinones
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One-pot, three-component preparation of the pyrrolizidine and pyrrolizinone derivatives in moderate to good yield is reported. The synthesis is facilitated by microwave irradiation of proline, aromatic aldehyde, and 1,3-diketone such as 2-arylmethylene-in
- Manjappa, Kiran B.,Peng, Yu-Ting,Jhang, Wei-Fang,Yang, Ding-Yah
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p. 853 - 861
(2016/01/20)
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- Aqueous extract of Balanites roxburghii fruit: A green dispersant for C-C bond formation
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An aqueous biosurfactant solution, a biobased green acidic catalyst for Knoevenagel condensation of 1,3-indanedione with aryl aldehydes and tandem Knoevenagel-Michael reaction of 3-methyl-1-phenylpyrazole with aryl aldehydes, has been reported for the fir
- Barge, Madhuri,Salunkhe, Rajashri
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p. 31177 - 31183
(2014/08/05)
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- Direct β-acylation of 2-arylidene-1,3-indandiones with acyl chlorides catalyzed by organophosphanes
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We have developed an organophosphane-catalyzed direct β-acylation of a series of conjugated systems bearing ketone, amide and ester functionalities using acyl chlorides as trapping reagents. A wide variety of highly functional ketone derivatives were gene
- Lee, Chia-Jui,Sheu, Chia-Ning,Tsai, Cheng-Che,Wu, Zong-Ze,Lin, Wenwei
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supporting information
p. 5304 - 5306
(2014/05/06)
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- Design and synthesis of donor-acceptor stenhouse adducts: A visible light photoswitch derived from furfural
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The development of an easily synthesized, modular, and tunable organic photoswitch that responds to visible light has been a long-standing pursuit. Herein we provide a detailed account of the design and synthesis of a new class of photochromes based on fu
- Helmy, Sameh,Oh, Saemi,Leibfarth, Frank A.,Hawker, Craig J.,Read De Alaniz, Javier
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p. 11316 - 11329
(2015/02/19)
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- Clean synthesis of 2-arylideneindan-1,3-diones in water
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A high-yield synthesis of 2-arylideneindan-1,3-diones in water was achieved by the Knoevenagel condensation of indan-1,3-dione with aromatic aldehydes at ambient temperature avoiding the addition of any catalyst. The procedure is simple, efficient, as wel
- Yang, Peng Hui,Zhang, Qun Zheng,Sun, Wei
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experimental part
p. 1063 - 1068
(2012/08/28)
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- Methylene amine substituted arylindenopyrimidines as potent adenosine A2A/A1 antagonists
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A novel series of arylindenopyrimidines were identified as A2A and A1 receptor antagonists. The series was optimized for in vitro activity by substituting the 8- and 9-positions with methylene amine substituents. The compounds show excellent activity in mouse models of Parkinson's disease when dosed orally.
- Shook, Brian C.,Rassnick, Stefanie,Hall, Daniel,Rupert, Kenneth C.,Heintzelman, Geoffrey R.,Hansen, Kristen,Chakravarty, Devraj,Bullington, James L.,Scannevin, Robert H.,Magliaro, Brian,Westover, Lori,Carroll, Karen,Lampron, Lisa,Russell, Ronald,Branum, Shawn,Wells, Kenneth,Damon, Sandra,Youells, Scott,Li, Xun,Osbourne, Mel,Demarest, Keith,Tang, Yuting,Rhodes, Kenneth,Jackson, Paul F.
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scheme or table
p. 2864 - 2867
(2010/07/06)
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- Synthesis of novel indane-1,3-dione derivatives and their biological evaluation as anticoagulant agents
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2-Substituted derivatives of indane-1,3-dione 3a-f , 5a-g, 6a-g were synthesized and investigated as anticoagulant agents. 2-Arylindane-1,3-diones (3) were obtained in the reaction of phthalide with appropriate arylaldehydes. 2-Arylmethyleneindane-1,3-diones (5) were prepared by condensation of indane-1,3-dione with the corresponding arylaldehydes. The compounds 5 were converted into their methyl analogues 6 by reduction with sodium tetrahydroborate. All of the compounds studied were screened for the anticoagulant activity. The highest prothrombin time was established for 2-[4-(methylsulfanyl) phenyl]indane-1,3-dione (3c) (PT = 33.71 (± 26.01) s), which was very close to PT of the drug anisindione (PT = 36.0 (± 26.42) s).
- Mitka, Katarzyna,Kowalski, Piotr,Pawelec, Dariusz,Majka, Zbigniew
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experimental part
p. 613 - 618
(2010/04/05)
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- REACTION PRODUCTS OF 1,3-INDANONE WITH HETEROAROMATIC CARBALDEHYDES: SYNTHESIS, STRUCTURE AND NMR-INVESTIGATIONS
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The synthesis of 1:1 condensation products from 1,3-indadione and various heteroatomic carbaldehydes is described.Employment of aldehydes derived from ?-deficient N-heteroaromatics was found to lead also to 2:1 adducts via Michael-addition of the 1,3-dike
- Franz, Claudia,Heinisch, Gottfried,Holzer, Wolfgang,Mereiter, Kurt,Strobl, Barbara,et al.
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p. 2527 - 2552
(2007/10/03)
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- Reaction of selenonium monoketoylides with 2-arylideneindanediones
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The reaction of selenonium monoketoylide with 2-arylidene-1,3-indanediones was investigated.Dihydrofurans with various structures or 2-(α-phenacylarylidene)-1,3-indanediones are formed, depending on the nature of the arylidene group.
- Magdesieva, N. N.,Sergeeva, T. A.
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p. 1622 - 1624
(2007/10/02)
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