Authors :
Dr. Nagesh Sutar
Volume/Issue :
Volume 10 - 2025, Issue 8 - August
Google Scholar :
https://tinyurl.com/ne4p9sy2
Scribd :
https://tinyurl.com/5n8vzs7m
DOI :
https://doi.org/10.38124/ijisrt/25aug343
Note : A published paper may take 4-5 working days from the publication date to appear in PlumX Metrics, Semantic Scholar, and ResearchGate.
Note : Google Scholar may take 30 to 40 days to display the article.
Abstract :
A chemical reaction has been developed to prepare 2-arylbenzoxazoles which are known for the biological
activities. In this protocol, 2-aminophenol was made to react with aromatic aldehydes bearing different substituents,
anhydrous bismuth tribromide serving as a catalyst and ethyl alcohol as solvent. The noteworthy attributes of this
methodology are the utilization of an eco-friendly catalyst, mild reaction parameters and the achievement of moderate to
good yields for the desired products.
Keywords :
2-Arylbenzoxazole, Biological Activities, Anhydrous Bismuth Tribromide, Eco-Friendly Catalyst, Good Yields.
References :
- P. Anusha, J. Venkateshwar Rao, ‘‘Synthesis and Biological Evaluation of benzoxazole derivatives as new anti-microbial agents, International Journal of Pharmacy and Biological Sciences,’’ Volume 4, Issue 4, Oct-Dec 2014, 83-89.
- L.Turker, E. Sener, I. Yalcin, U. Akbulut, I. Kayalidere, ‘‘QSAR of some antifungal- active benzoxazole using the quantum chemical parameters,’’ Scientia Pharmaceutica, 58, 107 113, (1990)
- (i) K.R. Kumar, P.V.V. Satyanarayana, B.S. Reddy, “NaHSO4-SiO2-Promoted Solvent-Free Synthesis of Benzoxazoles, Benzimidazoles, and Benzothiazole Derivatives,’’ Journal of Chemistry, 2013, 2013, 151273. (ii) S. Sato, Kajiura, M. Noguchi, K. Takehana, T. Kobayashi, T.Tsuji, “AJI9561, a new cytotoxic benzoxazole derivative produced by Streptomyces sp.’’ J Antibiot. 2001, 54: 102–104.
- S. Rezayati, M. Mehmannavaz, E. Salehi, S. Haghi, R. Hajinasiri, S. Afshari Sharif Abad, “Phospho Sulfonic Acid Catalyzed Synthesis of Benzimidazole, Benzoxazole and Quinoxaline Derivatives under Green Solvent at Ambient Temperature,’’ Journal of Sciences, Islamic Republic of Iran, 2016, 27, 51–63.
- S. Wijekoon, C. Gunasekara, L. Palliyaguru, N. Fernando, P. Jayaweera, U. Kumarasinghe, “Solvent-free synthesis and antifungal activity of 3-alkenyl oxindole derivatives” Asian Journal of Green Chemistry, 2022, 6, 297–319.
- A. Datta, “Dowex 50W: A Green Mild Reusable Catalyst for the Synthesis of 2-Aryl Benzoxazole Derivatives in Aqueous Medium,’’ Oriental Journal of Chemistry, 2021, 37, 341–347.
- Fatemeh Hakimi, Mohammad Taghvaee , Elaham Golrasan, Synthesis of Benzoxazole Derivatives Using Fe3O4@SiO2-SO3H Nanoparticles as a Useful and Reusable Heterogeneous Catalyst Without Using a Solvent, Advanced Journal of Chemistry-Section A, 2023, 6(2), 188-197
- Scott W. Krabbe, Ram S. Mohan, Environmentally Friendly Organic Synthesis Using Bismuth (III) Compounds, Top Curr Chem (2012) 311: 45–68.
- G. Sabitha, R. S. Babu, E. V. Reddy, J. S. Yadav, “A Novel, Efficient, and Selective Cleavage of Acetals Using Bismuth (III) Chloride,” Chemistry Letters, 2000, 29(9): 1074-1075.
- H. Firouzabadi, I. Mohammadpoor-Baltork, S. Kolagar, “A rapid, selective and efficient method for deprotection of silyl ethers catalyzed by bismuth (III) salts’’ Synthetic Communication. 2001, 31, 905.
- N. M. Leonard, L. C. Wieland, R. S. Mohan, Tetrahedron 2002, 58, 8373.: N. M. Leonard, L. C. Wieland and R. S. Mohan, “Applications of Bismuth (III) Compounds in Organic Synthesis,” Tetrahedron, Vol. 58, No. 42, 2002, pp. 8373-8397.
- Y. Matano and T. Ikegami, in Organobismuth Chemistry, H. Suzuki and Y. Manato, Eds., chapter 2, pp. 21–245, Elsevier, New York, NY, USA, 2001.
- R. S. Varma, R. K. Saini and O. Prakash, “Hypervalent Iodine Oxidation of Phenolic Schiff’s Bases: Synthesis of 2-Arylbenzoxazoles,” Tetrahedron Letters, Vol. 38, No. 15, 1997, pp. 2621-2622.
- K. Bourgrin, A. Loupy, M. Soufiaoui, “Trois nouvelles voies de synthèse des dérivés 1,3-azoliques sous micro-ondes,’’ Tetrahedron 1998, 54, 8055.
- S. Harsha Vardhan, G. Yashwanthi Sai, B. Ishwarya Lxami and N. Krishnarao, One-pot Synthesis of Benzoxazole analogous catalyzed by Zn (OAc)2, World Journal of Pharmaceutical Research, Volume 14, Issue 8, 984-991.
- K. Ravi Kumar, P. V. V Satyanarayana, B. Srinivasa Reddy, Direct and practical synthesis of 2-Arylbenzoxazoles promoted by Silica supported sodium hydrogen sulphate, Der Pharma Chemica, 2012, 4 (2):761-766.
- Priyanka, Manish Kumar Gautam, Neeraj Kant Sharma, Keshari Kishore Jha, M. Vijayakumar, Design, Synthesis and Pharmacological Screening of 2-(2-(benzo [d] oxazol-2-yl) phenylamino)-n-(substituted phenyl) acetamides as Anti-inflammatory and Analgesic agents, Journal of Advanced Scientific Research, 2014, 5(1): 22-27.
- Heraclio López-Ruiz, Horacio Briseño-Ortega, Susana Rojas-Lima, Rosa Santillan, Norberto Farfán, Phenylboronic acid catalyzed-cyanide promoted, one-pot synthesis of 2-(2-hydroxyphenyl) benzoxazole derivatives, / Tetrahedron Letters 52 (2011) 4308–4312.
A chemical reaction has been developed to prepare 2-arylbenzoxazoles which are known for the biological
activities. In this protocol, 2-aminophenol was made to react with aromatic aldehydes bearing different substituents,
anhydrous bismuth tribromide serving as a catalyst and ethyl alcohol as solvent. The noteworthy attributes of this
methodology are the utilization of an eco-friendly catalyst, mild reaction parameters and the achievement of moderate to
good yields for the desired products.
Keywords :
2-Arylbenzoxazole, Biological Activities, Anhydrous Bismuth Tribromide, Eco-Friendly Catalyst, Good Yields.