One-pot three-component synthesis of azaspirononatriene derivatives

The present investigation has introduced a new class of isocyanide/acetylene-based multicomponent reactions (IAMCRs). These are a robust technique for efficiently synthesizing intricate spiro architectures through a zwitterionic adduct. The coupling reaction between the "in situ" generated dipoles of the isocyanide-acetylenic ester adducts and 3-alkyl-4-arylidene-isoxazol-5(4H)-one derivative presents a highly effective synthetic pathway for obtaining novel 1-oxo-2-oxa-3-azaspiro[4.4]nona-3,6,8-triene heterocycles. The broad range of substrates, standard experimental conditions, straightforward procedure, and impressive yields make our catalyst-free three-component approach highly practical and green, as it remarkably offers step-, time- and cost-effectiveness based on the green metrics.

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Publication Details

Journal
Scientific Reports
Published
2025-04-30
DOI
https://doi.org/10.1038/s41598-025-97860-0
Citations
2
Primary Topic
Chemistry and Chemical Engineering
Type
article
Field-Weighted Citation Impact
1.72

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article

One-pot three-component synthesis of azaspirononatriene derivatives

Abbas Ali Esmaeili, Azizollah Habibi, Ali Oudi
2 citations
Scientific Reports
Chemistry and Chemical Engineering
1.72
article

One-pot three-component synthesis of azaspirononatriene derivatives

Abbas Ali Esmaeili, Azizollah Habibi, Ali Oudi
article en
2 citations

Abstract

The present investigation has introduced a new class of isocyanide/acetylene-based multicomponent reactions (IAMCRs). These are a robust technique for efficiently synthesizing intricate spiro architectures through a zwitterionic adduct. The coupling reaction between the "in situ" generated dipoles of the isocyanide-acetylenic ester adducts and 3-alkyl-4-arylidene-isoxazol-5(4H)-one derivative presents a highly effective synthetic pathway for obtaining novel 1-oxo-2-oxa-3-azaspiro[4.4]nona-3,6,8-triene heterocycles. The broad range of substrates, standard experimental conditions, straightforward procedure, and impressive yields make our catalyst-free three-component approach highly practical and green, as it remarkably offers step-, time- and cost-effectiveness based on the green metrics.

Scientific ReportsVol. 15(1)
Kharazmi University (IR), Ferdowsi University of Mashhad (IR)
Ferdowsi University of Mashhad
Openalex Percentile: Top 18%
Chemistry and Chemical Engineering
1.72
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One-pot three-component synthesis of azaspirononatriene derivatives — Abbas Ali Esmaeili, Azizollah Habibi, et al. · Scientific Reports (2025) | TGRS Research Map | TGRS