ISSN

0974-4150 (Online)
0974-4169 (Print)


Author(s): Rajasekar Perumal, Panduragan Baskaran, Balaji Bathrinarayanan, Syed Sheik Mansoor

Email(s): mansoorcah@gmail.com

DOI: 10.52711/0974-4150.2023.00071   

Address: Rajasekar Perumal, Panduragan Baskaran, Balaji Bathrinarayanan, Syed Sheik Mansoor*
Research Department of Chemistry, Bioactive Organic Molecule Synthetic Unit, C. Abdul Hakeem College (Autonomous), Melvisharam – 632 509.
*Corresponding Author

Published In:   Volume - 16,      Issue - 6,     Year - 2023


ABSTRACT:
Triphenylphosphine (PPh3) efficiently catalyzes the three-component synthesis of 6-amino-4-aryl-5-cyano-3-methyl-1-phenyl-1,4-dihydropyrano[2,3-c]pyrazoles starting from 3-methyl-1-phenyl-2-pyrazolin-5-one, aromatic aldehydes and malononitrile. The method provided several advantages such as mild conditions, good to excellent yields, easily available catalyst and simple work procedure.


Cite this article:
Rajasekar Perumal, Panduragan Baskaran, Balaji Bathrinarayanan, Syed Sheik Mansoor. Triphenylphosphine as an efficient and reusable organocatalyst for the synthesis of substituted pyrano[2,3-c]pyrazoles. Asian Journal of Research in Chemistry. 2023; 16(6):433-7. doi: 10.52711/0974-4150.2023.00071

Cite(Electronic):
Rajasekar Perumal, Panduragan Baskaran, Balaji Bathrinarayanan, Syed Sheik Mansoor. Triphenylphosphine as an efficient and reusable organocatalyst for the synthesis of substituted pyrano[2,3-c]pyrazoles. Asian Journal of Research in Chemistry. 2023; 16(6):433-7. doi: 10.52711/0974-4150.2023.00071   Available on: https://www.ajrconline.org/AbstractView.aspx?PID=2023-16-6-7


REFERENCES:
1.    Ugi I. Recent progress in the chemistry of multicomponent reactions. Pure Appl Chem. 2001; 73: 187
2.    Karthic R. Andrews B. Subramani K. Microwave assisted synthesis and antifungal studies of 5-amino thiadiazole substituted pyrimidine compounds. Asian J. Research Chem. 2017; 10(2): 119-123.
3.    Tajudeen SS. Geetha K. Synthetic, crystal and In vitro antimicrobial studies of Compounds derived from pyrazinamide and nicotinohydrazide via a one-pot two components reaction. Asian J. Research Chem. 2017; 10(1):19-25
4.    Arora AK. Chauhan L. Kumar P. Synthesis and characterization of Zirconium oxide nanoparticles using Sapindus mukorossi (Soapnut) as natural surfactant, A green synthetic approach. Asian J. Research Chem. 2023; 16(1):79-82.
5.    Dontulwar J. Kondalkar AG. Green approach towards Synthesis and Structural Analysis of benzocaine-based compound and its co-crystals. Asian J. Research Chem. 2023; 16(2):169-174.
6.    Zaki MEA. Soliman HA. Hiekal OA. Rashad AE. Pyrazolo pyrano pyrimidines as a class of anti-inflammatory agents. Naturforsch., 2006; 61C: 1
7.    Dighore NR. Anandgaonker P. Gaikwad ST. Rajbhoj AS. Green synthesis of 2-aryl benzothiazole heterogenous catalyzed by MoO3 nanorods. Green Process Synth. 2016; 5: 139
8.    Foloppe N. Fisher LM. Howes R. Potter A. Robertson AGS. Surgenor AE. Identification of chemically diverse Chk1 inhibitors by receptor-based virtual screening. Bioorg Med Chem. 2006; 14: 4792
9.    Ran F. Liu Y. Zhang D. Liu M. Zhao G. Discovery of novel pyrazole derivatives as potential anticancer agents in MCL. Bioorg Med Chem Lett. 2019; 29: 1060– 1064,
10.    Mandha SR. Siliveri S. Alla M. Bommena VR. Bommineni MR. Balasubramanian S. Eco-Friendly Synthesis and Biological Evaluation of Substituted Pyrano [2,3-c]pyrazoles. Bioorg Med Chem Lett. 2012; 22: 5272
11.    Abdel-Rahman AH. Keshk EM. Hanna MA. El-Bady SHM. Synthesis and evaluation of some new spiro indoline-based heterocycles as potentially active antimicrobial agents. Bioorg Med Chem. 2004; 1: 2483
12.    Bensaber SM. Allafe HA. Ermeli NB. Mohamed SB. Zetrini AA. Alsabri SG. Erhuma M. HermannA. Jaeda MI. Gbaj AM. Chemical synthesis, molecular modelling, and evaluation of anticancer activity of some pyrazol-3-one Schiff base derivatives. Med Chem Res. 2014; 23: 5120
13.    Kaushik D. Kumar R. Khan SA. Chawla G. Pharmocological screening for anti-inflammatory, analgestic activity of pyrazolyl derivatives aling with molecular docking studies. Med Chem Res., 2011;21:3646
14.    Shahi M. Foroughifar N. Mobinikhaledi A. Synthesis and antimicrobial activity of some tetrahydro quinolone diones and pyrano[2,3-d]pyrimidine Derivatives. Iran J Pharm Res. 2014; 14: 757
15.    Waghmare AS. Pandit SS. DABCO catalyzed rapid one-pot synthesis of 1,4-dihydropyrano [2,3-c] pyrazole derivatives in aqueous media. J Saud Chem Soc. 2017; 21: 286
16.    Gangu KK. Maddila S. Maddila SN. Jonnalagadda SB. Novel iron doped calcium oxalates as promising heterogeneous catalysts for one-pot multi-component synthesis of pyranopyrazoles. RSC Adv. 2017; 7: 423
17.    Mali G. Shaikh BA. Garg S. Kumar A. Bhattacharyya S. Erande RD. Chate AV. Effective Synthesis and Biological Evaluation of Functionalized 2,3-Dihydrofuro[3,2-c]coumarins via an Imidazole-Catalyzed Green Multicomponent Approach. ACS Omega. 2021; 6: 30734
18.    Dehbalaei M. Goroughifar N. Pasdar H. Khajeh-Amiri A. Foroughifar N. Alikarami M. Choline chloride based thiourea catalyzed highly efficient, eco-friendly synthesis and anti-bacterial evaluation of some new 6-amino-4-aryl-2,4-dihydro-3-phenyl pyrano [2,3-c] pyrazole-5-carbonitrile derivatives. Res Chem Intermed. 2017; 43: 3035
19.    Azarifar D. Khaleghi-Abbasabadi M. Fe3O4-supported N-pyridin-4-amine-grafted graphene oxide as efficient and magnetically separable novel nanocatalyst for green synthesis of 4H-chromenes and dihydropyrano[2,3-c]pyrazole derivatives in water. Res Chem Intermed. 2018; 45: 199
20.    Mecadon H. Rohman MDR. Rajbangshi M. Myrboh B. γ – Alumina as a recyclable catalyst for the four-component synthesis of 6-amino-4alkyl/aryl-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitriles in aqueous medium. Tetrahedron Lett. 2011; 52: 2523
21.    Gujar JB. Zambare RN. Shingare MS. (2022) Synthesis of dihydropyrano[2,3-C]pyrazoles using mandelic acid as an Efficient catalyst. Organic Preparations and Procedures International. 2022; 54 138
22.    Solanki MR. Synthesis and Antimicrobial Activity of 5[(1, 3 dioxo-1, 3 dihydro-2Hisoindol-2-yl) methyl] - 2-hyroxy benzoic acid and their Metal Complexes. Asian J. Research Chem. 2022; 15(1): 83-85.
23.    Prasad RV. Singh A. Synthesis Characterization and Antimicrobial Activities of Schiff bases of 3-Formyl chromones. Asian J. Research Chem. 2022; 15(3):235-239.
24.    Kishor Sonawane RK. Nere KR Mohite SK. Heterocyclic system containing bridgehead nitrogen atom: Substituted 1,2,3-Triazolo [3,4-b]-1,3,4-Thiadiazole derivative useful for the treatment of breast cancer and other diseases. Asian J. Research Chem. 2022; 15(4): 295-298.
25.    Bhusari KP, Amnerkar ND, KhedekarPB, Kale MK, Bhole RP. Synthesis and In Vitro Antimicrobial Activity of Some New 4-Amino-N-(1,3- Benzothiazol-2-yl) benzenesulphonamide Derivatives. Asian J. Research Chem. 2008; 1(2): 53-58.
26.    Balgovind. Goshain O. Benzimidazole: A Promising target for the development of novel drug molecules against breast cancer. Asian J. Research Chem. 2023; 16(4): 303
27.    Prabhakar V. Babu KS. Ravindranath LK. Venkateswarlu B. Synthesis and Biological Activities of Novel Thieno [3, 2-d] Pyrimidine Derivatives. Asian J. Research Chem. 2017; 10(2):206-216.
28.    Aswin K. Mansoor SS. Logaiya K. Sudhan SPN. Triphenylphosphine: An efficient catalyst for the synthesis of 4,6-diphenyl-3,4-dihydropyrimidine-2(1H)-thione under thermal conditions. J King Saud Univer Sci. 2014; 26: 141
29.    Ramadoss H. Kiyani H. Mansoor SS. Triphenylphosphine catalysed facile multicomponent synthesis of 2-amino-3-cyano-6-methyl-4-aryl-4H-pyrans Iran J Chem Chem Eng. 2017; 36: 19.
30.    Mansoor SS. Shafi SS. Ahmed SZ. An efficient one-pot multicomponent synthesis of 3,4-dihydropyrimidine-2-(1H)-ones/thiones/imines via a Lewis base catalyzed Biginelli-type reaction under solvent-free conditions. Arab J Chem. 2016; 9: S846

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