- Ash of pomegranate peels (APP): A bio-waste heterogeneous catalyst for sustainable synthesis of α,α′-bis(substituted benzylidine)cycloalkanones and 2-arylidene-1-tetralones
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Abstract: α,α′-bis(substituted benzylidene)cycloalkanones were efficiently prepared from variously substituted aldehydes and cycloalkanones in water by using ash of pomegranate peels (APP) as a catalyst. The APP-catalyst was obtained from bio-waste by simple thermal treatment to dry peels of pomegranate fruit and formation of its active phase was confirmed by FT-IR, XRD, XRF, EDX, SEM, DSC-TGA and BET techniques. The analysis revealed that the present catalyst has basic sites which promote the synthesis of desired products. The main attractions of our protocol are utilization of highly abundant bio-waste-derived catalyst and good-to-excellent yield in shortest reaction time. This green protocol was further extended for structurally diverse 2-arylidene-1-tetralones by condensation of equimolar quantity of aromatic aldehydes and 1-tetralone at low temperature. The catalyst could be quantitatively recovered and reused effectively for five times. Graphic abstract: [Figure not available: see fulltext.].
- Patil, Rupesh C.,Patil, Uttam P.,Jagdale, Ashutosh A.,Shinde, Sachinkumar K.,Patil, Suresh S.
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p. 3527 - 3543
(2020/05/13)
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- Novel 1-tetralone chalcone and composition for preventing or treating inflammatory disease comprising the same as active ingredient
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Novel 1 -tetralone chalcone derivatives, 1-tetralone alone alone alone alone. A composition containing 6 - amino -1 - tetralone chalcone derivatives and 6-amino-1-tetralone alone alone alone alone is provided to systematically design 32 halogenated 1 -tet
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Paragraph 0178-0181
(2021/01/29)
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- Manganese(I)-Catalyzed α-Alkenylation of Ketones Using Primary Alcohols
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A simple protocol of manganese catalyzed selective α-alkenylation of ketones using primary alcohols is reported. The reactions proceeded well with a low loading of catalyst (0.3 mol %). The overall transformation operates through O-H bond activation of pr
- Gawali, Suhas Shahaji,Pandia, Biplab Keshari,Gunanathan, Chidambaram
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supporting information
p. 3842 - 3847
(2019/05/24)
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- Introduction of amino moiety enhances the inhibitory potency of 1-tetralone chalcone derivatives against LPS-stimulated reactive oxygen species production in RAW 264.7 macrophages
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The design and synthesis of a series of thirty-two halogenated 1-tetralone or 6-amino-1-tetralone chalcone derivatives was achieved by the Claisen-Schmidt condensation reaction and were evaluated for their inhibitory effects against ROS production in LPS-stimulated RAW 264.7 macrophages. It was observed that the introduction of amino moiety into 1-tetralone skeleton greatly increased the inhibitory potency compared to corresponding 1-tetralone chalcones. Among the synthesized compounds, compound 18 which consists of 6-amino-1-tetralone skeleton together with o-fluorobenzylidene showed the most potent ROS inhibitory effect with IC50 value of 0.25 ± 0.13 μM. SAR analysis revealed that amino moiety at the 6th position of 1-tetralone chalcones have an important role for exerting the greater ROS inhibitory potency in LPS-stimulated RAW 264.7 macrophages than those exhibited by 1-tetralone chalcones alone.
- Katila, Pramila,Shrestha, Aastha,Shrestha, Aarajana,Shrestha, Ritina,Park, Pil-Hoon,Lee, Eung-Seok
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p. 495 - 505
(2019/03/29)
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- Synthesis, characterization, and investigations of antimicrobial activity of 6,6-dimethyl-3-aryl-3′,4′,6,7-tetrahydro-1′H,3H-spiro[benzofuran-2,2′-naphthalene]-1′,4(5H)-dione
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Chalcone-like compounds 3a–l, 2-(benzylidene)-3,4-dihydronaphthalen-1(2H)-one, were synthesized from the addition of different benzaldehyde derivatives (2a–l) to 1,2,3,4-tetrahydro-1-napthalone (1) in basic medium. Mn(OAc)3-mediated addition of
- Ergüntürk, Dursun,Gürdere, Meliha Burcu,Budak, Yakup,Ceylan, Mustafa
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supporting information
p. 1501 - 1506
(2017/08/16)
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- Antibacterial and antitubercular evaluation of dihydronaphthalenone-indole hybrid analogs
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A new series of indole appended dihydronaphthalenone hybrid analogs (5a–t) have been synthesized through the Lewis acid catalyzed Michael addition of indoles to the arylidene/hetero arylidene ketones. All the synthesized derivatives are well characterized
- Praveen Kumar,Renjitha,Fathimath Salfeena,Ashitha,S. Keri, Rangappa,Varughese, Sunil,Balappa Somappa, Sasidhar
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p. 703 - 708
(2017/09/30)
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- Discovery of 3,3a,4,5-tetrahydro-2H-benzo[g]indazole containing quinoxaline derivatives as novel EGFR/HER-2 dual inhibitors
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In the present study, twenty-five pyrazole-quinoxaline derivatives (4a-4y) were designed and synthesized, and their biological activity as potential EGFR or HER-2 kinase inhibitors was evaluated. Among them, compound 4l displayed better antiproliferative
- Zong, Xi,Cai, Jin,Chen, Junqing,Sun, Chunlong,Li, Lushen,Ji, Min
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p. 24814 - 24823
(2015/03/30)
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- Evaluation of silica-H2SO4 as an efficient heterogeneous catalyst for the synthesis of chalcones
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We report an efficient silica-H2SO4 mediated synthesis of a variety of chalcones that afforded the targeted compounds in very good yield compared to base catalyzed solvent free conditions as well as acid or base catalyzed refluxing conditions.
- Sultan, Aeysha,Raza, Abdul Rauf,Abbas, Muhammad,Khan, Khalid Mohammed,Tahir, Muhammad Nawaz,Saari, Nazamid
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p. 10081 - 10094
(2013/09/23)
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- An efficient synthesis of bio-active fluorescent benzylidine tetralones
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Benzylidine tetralones have been synthesized in excellent yields in PEG 600 at room temperature and short time periods. The synthesized compounds are found to have antibacterial activity towards both gram-positive and gram-negative bacteria. The N, N-dialkyl substituted benzylidine tetralones are found to possess fluorescent properties.
- Kamakshi,Latha, S. Swarna,Reddy
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experimental part
p. 944 - 947
(2010/10/18)
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- Synthesis of benzo[c]xanthones from 2-benzylidene-1-tetralones by the ultraviolet radiation-mediated tandem reaction
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(Chemical Equation Presented) A facile one-pot method to prepare benzo[c]xanthones from readily accessible benzylidene-1-tetralones by the ultraviolet radiation-mediated tandem reaction is reported. The overall transformation presumably involves cis-trans
- Xu, Wen-Zhi,Huang, Zhi-Tang,Zheng, Qi-Yu
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p. 5606 - 5608
(2008/12/21)
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- Heterocycles. Part VIII. Synthesis of New Substituted Benzindazoles
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Aryl aldehydes I reacted with α-tetralone to give the corresponding 2-arylidene-1-tetralone II.Condensation of the latter chalcones with hydrazine, methylhydrazine and phenylhydrazine produced the corresponding benzoindazoles III, V and VI respectively
- El-Rayyes, N. R.,Al-Jawhary, A.
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p. 135 - 140
(2007/10/02)
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