PL EN


Preferences help
enabled [disable] Abstract
Number of results
2018 | 112 | 55-73
Article title

Synthesis and effects of substituent on (E)-styryl-3-methyl-2-thienyl chalcones

Content
Title variants
Languages of publication
EN
Abstracts
EN
Series of eleven substituted of (E)-3-(3-methylthiophen-2-yl)-1-phenylprop-2-en-1-ones compounds by cross-aldol condensation reaction of 3-methylthiophene-2-carbaldehyde with various substituted acetaldehyde in the occurrence of Fly-Ash: H3PO4 catalyst. The effect of catalytic activity of this fly-ash:H3PO4 nanocatalyst was studied with the obtained yield of products under solvent-free conditions. The synthesized substituted (E)-3-(3-methylthiophen-2-yl)-1-phenylprop-2-en-1-one compounds was characterized by physical constants, UV, FT-IR, 1H & 13C-NMR spectral data. The infrared group frequencies of ʋ(cm-1) of COs-cis & s-trans, CHip and CHop, CH=CHop, >C=C
Year
Volume
112
Pages
55-73
Physical description
Contributors
author
  • PostGraduate and Research Department of Chemistry, Govt. Arts College, C-Mutlur, Chidambaram - 608102, India
author
  • PostGraduate and Research Department of Chemistry, Govt. Arts College, C-Mutlur, Chidambaram - 608102, India
  • PostGraduate and Research Department of Chemistry, Govt. Arts College, C-Mutlur, Chidambaram - 608102, India
  • PostGraduate and Research Department of Chemistry, Govt. Arts College, C-Mutlur, Chidambaram - 608102, India
author
  • PostGraduate and Research Department of Chemistry, Govt. Arts College, C-Mutlur, Chidambaram - 608102, India
  • PostGraduate and Research Department of Chemistry, Govt. Arts College, C-Mutlur, Chidambaram - 608102, India
  • Chemistry Department, Annamalai University, Annamalainagar - 608002, India
References
  • [1] Star AW, Marby TJ, (1971). Flavanoid front exudates from two Jamaican ferns, Pityrogramma tartarea and P. calomelanos, Phytochem. 10: 2812-2817.
  • [2] Dhar DN, (1981). The Chemistry of Chalcones and Related Compounds, Wiley. 213.
  • [3] Z. Nowakowska., (2007). A review of anti-infective and anti-inflammatory chalcones, Eur. J. Med. Chem. 42: 125-137.
  • [4] Maayan S, Ohad N, Soliman K, (2005). Chalcones as potent tyrosinase inhibitors: the importance of a 2,4-substituted resorcinol moiety, Bio. Org. Med. Chem. 13(2): 433-441
  • [5] Daskiewicz JB, Depeint F, Viornery L, Bayet C, Comte-Sarrazin G, Comte G, Gee MJ, Johnson IT, Ndjoko K, Hostettmann K, Barron D,(2005). Effects of flavonoids on cell proliferation and caspase activation in a human colonic cell line HT29: an SAR study, J. Med. Chem. 48: 2790-2804.
  • [6] Azad M, Munawar ali M, (2007). Antimicrobial Activity and Synthesis of Quinoline-Based Chalcones, J. App. Sci. 7: 2485-2489.
  • [7] Prasad Y, Kumar P, Kumar PR, (2008). Synthesis and Antimicrobial Activity of Some New Chalcones of 2-Acetyl Pyridine, E. J. Chem. 5: 144-148.
  • [8] Iglesias M, Marinas JM, Sinisterra JV, (1987). Ba(OH)2 as catalyst in organic reactions: Part XVI-Contribution to the study of the michael addition mechanism to chalcone in interfacial solid-liquid conditions, Tetrahedron 43: 2335-2342.
  • [9] Savanth MD, Chakraborti K, (2006). LiOH•H2O as a novel dual activation catalyst for highly efficient and easy synthesis of 1,3-diaryl-2-propenones by Claisen–Schmidt condensation under mild conditions, J. Mol. Catal. 244: 20-24.
  • [10] Calloway NO, Green LD, (1937). Calloway NO, Green LD. Reactions in the Presence of Metallic Halides. α,β-Unsaturated Ketone Formation as a Side Reaction in Friedel-Crafts Acylations, J. Am. Chem. Soc. 59: 809-811.
  • [11] Chitra M, Rajendran TV, Duraipandiyan V, Rajan YC, Reuben Jonathan D, (2010). Study on the Synthesis and Bactericidal Activity of Certain Copolyesters Containing Bischalcone Moiety in the Main Chain, Ind. J. Sci. Technol. 3: 890-893.
  • [12] Narender T, Reddy KP, (2007). A simple and highly efficient method for the synthesis of chalcones by using borontrifluoride-etherate, Tetrahedron Lett. 48: 3177-3180.
  • [13] Mazza L, Guaram A, (1980). An Improved Synthesis of 1,3-Diphenyl-2-buten-1-ones (β-Methylchalcones, Synthesis 1: 41-43.
  • [14] [Jayapal MR, (2010). Synthesis and characterization of 2, 6-Diydroxy substituted chalcones using PEG-400 as a recyclable solvent, J. Pharm. Sci and Res., 1: 125-137.
  • [15] Kazi A, Deshmukh S, Aalam KP, (2013). Microwave - assisted synthesis of 2-hydroxy chalcones and their comparative study with conventional method, Indo. Amer. J. Pharm. Res. 3(5): 3496-3502.
  • [16] Vaidya SS, Mahajan SS, (2011). Microwave assisted synthesis and biological evaluation of substituted chalcones, Int. J. Res. Pham. Biomed. Sci. 2(4): 1553-1561.
  • [17] Tao J, Kazlauskas R, Hoboken NJ, (2011). Microbial bioprocesses for industrial-scale chemical production. In: Biocatalysis for Green Chemistry and Chemical Process Development, John Wiley and Sons, 429-467.
  • [18] Kaur N, Kishore D, (2013). Application of Chalcones in Heterocycles Synthesis: Synthesis of 2-(isoxazolo, pyrazolo and pyrimido) Substituted Analogues of 1,4-benzodiazepin-5-carboxamides Linked Through an Oxyphenyl Bridge, J. Chem. Sci. 125: 555-560.
  • [19] Ávila HP, Smania EDFA, Monache FD, Smania Júnior A, (2008). Structure Activity Relationship of Antibacterial Chalcones, Bioorg. Med. Chem. 16: 9790-9794.
  • [20] John Joseph S, Ranganathan K, Suresh R, Arulkumaran R, Sundararajan R, Kamalakkannan D, Sakthinathan SP, Vanangamudi G, Dineshkumar S, Thirumurthy K, Muthuvel I, Thirunarayanan G, Viveksarathi K, (2017). Synthesis, Characterization and Synthetic Applications of Fly-ash:H3PO4 Nanocatalyst, Mat. Sci. App. Chem. 34: 12-20.
  • [21] Sakthinathan SP, Suresh R, Kamalakkannan D, Mala V, Sathiyamoorthi K, Thirunarayanan G, (2018). Microwave assisted synthesis, spectral correlation and antimicrobial evaluation of some aryl imines, J. Chil. Chem. Soc. 63(2), 3918-3923.
  • [22] Manikandan V, Balaji S, Senbagam R, Vijayakumar R, Rajarajan M, Vanangamudi G, Arulkumaran R, Sundararajan R, Thirunarayanan G, (2018). Synthesis and spectral correlation studies of some (E)-N′-1-(substituted benzylidene) benzohydrazides, World Sci. News 111, 26-39.
  • [23] Jaffee HH, (1953). A reexamination of the Hammett equation. Chemical Reviews, 53: 191-261.
  • [24] Stewart R, Yates K, (1960). The position of protonation of the carboxyl group, J. Am. Chem. Soc. 80: 4059-4061.
  • [25] Swain CG, Lupton EC, (1968). Field and resonance components of substituent effects, J. Am. Chem. Soc. 90: 4328-4337.
Document Type
article
Publication order reference
Identifiers
YADDA identifier
bwmeta1.element.psjd-ddf2fafe-e935-4bb7-b6b4-e87d3dee9696
JavaScript is turned off in your web browser. Turn it on to take full advantage of this site, then refresh the page.