Aqueous‐Mediated Microwave Synthesis of Novel Tetrahydrospiro [Chromeno‐Isoxazole‐Indolinone] Derivatives <i>via</i> 1,3‐Dipolar Cycloaddition Reaction
Abstract A regiospecific approach has been developed for the synthesis of 2,2‐disubstituted 2‐phenyl‐2,3 a ,4,9 b ‐tetrahydrospiro[chromeno[4,3‐ d ]isoxazole‐1,3’‐indolin]‐2’‐one derivatives via 1,3‐dipolar cycloddition reaction. This one‐pot, two‐component synthesis involves 2 H ‐chromene and N ‐arylisatin nitrones in aqueous medium, promoting a green synthesis by minimizing the use of hazardous reagents and enhancing the sustainability of synthesis. The cycloadducts, which feature a spiro center, are efficiently obtained under both conventional method and microwave irradiation. The newly developed derivatives were characterized using 1 H, 13 C NMR, as well as HRMS spectra. Furthermore, the structure of compound 16 a was unambiguously confirmed through single‐crystal X‐ray analysis.
Authors
- Sabita Nayak (ORCID: https://orcid.org/0000-0003-4573-4625)
- Seetaram Mohapatra (ORCID: https://orcid.org/0000-0001-6750-7285)
- Sonali Priyadarshini Parida
- Suhasini Mohapatra (ORCID: https://orcid.org/0009-0001-9708-5762)
- K. Behera
Institutions
- Ravenshaw University (IN)
Publication Details
- Journal
- Asian Journal of Organic Chemistry
- Published
- 2025-02-07
- DOI
- https://doi.org/10.1002/ajoc.202500029
- Citations
- 2
- Primary Topic
- Multicomponent Synthesis of Heterocycles
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- Department of Science and Technology, Ministry of Science and Technology, India
- Life Sciences Research Board
- Science and Engineering Research Board