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.

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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

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article

Aqueous‐Mediated Microwave Synthesis of Novel Tetrahydrospiro [Chromeno‐Isoxazole‐Indolinone] Derivatives via 1,3‐Dipolar Cycloaddition Reaction

Sabita Nayak, Seetaram Mohapatra, Sonali Priyadarshini Parida, Suhasini Mohapatra et al.
2 citations
Asian Journal of Organic Chemistry
Multicomponent Synthesis of Heterocycles
1.87
article

Aqueous‐Mediated Microwave Synthesis of Novel Tetrahydrospiro [Chromeno‐Isoxazole‐Indolinone] Derivatives via 1,3‐Dipolar Cycloaddition Reaction

Sabita Nayak, Seetaram Mohapatra, Sonali Priyadarshini Parida, Suhasini Mohapatra, K. Behera
article en
2 citations

Abstract

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.

Asian Journal of Organic ChemistryVol. 14(4)
Ravenshaw University (IN)
Department of Science and Technology, Ministry of Science and Technology, India, Life Sciences Research Board, Science and Engineering Research Board
Responsible consumption and production
Openalex Percentile: Top 18%
Multicomponent Synthesis of Heterocycles
1.87
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Aqueous‐Mediated Microwave Synthesis of Novel Tetrahydrospiro [Chromeno‐Isoxazole‐Indolinone] Derivatives <i>via</i> 1,3‐Dipolar Cycloaddition Reaction — Sabita Nayak, Seetaram Mohapatra, et al. · Asian Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS