A facile synthesis of chromeno[3,4-c]spiropyrrolidine indenoquinoxalines via 1,3-dipolar cycloadditions

A one-pot, four-component reaction for the synthesis of novel chromeno[3,4- c ]spiropyrrolidine-indenoquinoxalines is described via a 1,3-dipolar cycloaddition of 3-acetyl-coumarins with the azomethine ylides followed by deacetylation and protonation (deuteration). The products were obtained in mode...

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Published inMolecular diversity Vol. 28; no. 1; pp. 133 - 142
Main Authors Rahimi, Shahnaz, Ghandi, Mehdi, Fallahnezhad, Maryam, Abbasi, Alireza
Format Journal Article
LanguageEnglish
Published Cham Springer International Publishing 01.02.2024
Springer Nature B.V
Subjects
Biochemistry
Biomedical and Life Sciences
Cycloaddition Reaction
Ethanol
Life Sciences
Magnetic Resonance Spectroscopy
Organic Chemistry
Original Article
Pharmacy
Polymer Sciences
Solvents
Spectroscopy, Fourier Transform Infrared
azomethine ylides
1,3-dipolar cycloaddition reaction
one-pot reaction
spiropyrrolidine-indenoquinoxalines
3-acetyl-coumarins
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Summary:A one-pot, four-component reaction for the synthesis of novel chromeno[3,4- c ]spiropyrrolidine-indenoquinoxalines is described via a 1,3-dipolar cycloaddition of 3-acetyl-coumarins with the azomethine ylides followed by deacetylation and protonation (deuteration). The products were obtained in moderate to high yields, and their structures were confirmed by 1 H NMR,  13 C NMR, FT-IR, and MS spectroscopy. Graphical abstract
Bibliography:ObjectType-Article-1
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ISSN:1381-1991
1573-501X
DOI:10.1007/s11030-023-10629-3