Base Induced Cyclocondensation of Arylhydrazines with α,β-Bis(methylthio)-α,β-unsaturated-1,4-diketones: A Novel Approach for the Synthesis of 1,3-Di(hetaryl/aryl)-4-methylthio-5-acyl-pyrazoles
We herein report the reaction between α-oxodithioesters and methyl ketones in the presence of sodium hydride and methyl iodide in DMF for the synthesis of symmetrical α,β-bis(methylthio)-α,β-unsaturated-1,4-diketones, which are novel key compounds. We explored potential application of these intermediates by reacting with arylhydrazines in the presence of potassium hydroxide in isopropyl alcohol at 75 °C, which afforded 1,3-di(hetaryl/aryl)-4-methylthio-5-acyl-pyrazoles in high yields and short reaction times. Wide substrate scope, development of novel key intermediates and pyrazoles, are the advantages of this protocol
Authors
- Varadaraj Bhat G
- Kempegowda Mantelingu (ORCID: https://orcid.org/0000-0003-1114-8003)
- Nagarakere C. Sandhya
- Toreshettahally R. Swaroop (ORCID: https://orcid.org/0000-0002-0087-6331)
- Siddanakatte L. Prapullachandra
- Aditi Nayak
Institutions
- Manipal Academy of Higher Education (IN)
- University of Mysore (IN)
- G.S. Science, Arts And Commerce College (IN)
Publication Details
- Journal
- Synthesis
- Published
- 2026-08-18
- DOI
- https://doi.org/10.1055/a-2936-1489
- Primary Topic
- Synthesis of heterocyclic compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.00