Green‐Telescoped Synthesis of Styryl‐Substituted Pyrroloquinolines via DES Catalysis: Structural Characterization, AIE, Acidochromism, and Theoretical Studies

Abstract A green protocol for the telescoped synthesis of ( E )‐2‐Aryl‐4‐styryl‐1 H ‐pyrrolo[3,4‐c]quinoline‐1,3(2 H )‐diones were developed, employing a well‐characterized deep eutectic solvent (DES) as a catalyst for a transition metal‐free cascade dehydrogenation and sp 3 C─H functionalization to yield styryl‐heterocycles ( 6a–q ). The structures of 6c, 6i, and 6ia were confirmed by single‐crystal X‐ray diffraction, and all products were analyzed by NMR, IR, and HR‐MS/GC‐MS. Photophysical properties were examined, with compound 6o showing high sensitivity for dual‐state TFA detection. Density functional theory (DFT) studies further supported experimental findings.

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Publication Details

Journal
ChemistrySelect
Published
2025-02-01
DOI
https://doi.org/10.1002/slct.202405708
Citations
1
Primary Topic
Multicomponent Synthesis of Heterocycles
Type
article
Field-Weighted Citation Impact
0.94
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article

Green‐Telescoped Synthesis of Styryl‐Substituted Pyrroloquinolines via DES Catalysis: Structural Characterization, AIE, Acidochromism, and Theoretical Studies

F. Nawaz Khan, M. Danish Haneef
1 citations
ChemistrySelect
Multicomponent Synthesis of Heterocycles
0.94
article

Green‐Telescoped Synthesis of Styryl‐Substituted Pyrroloquinolines via DES Catalysis: Structural Characterization, AIE, Acidochromism, and Theoretical Studies

F. Nawaz Khan, M. Danish Haneef
article en
1 citations

Abstract

Abstract A green protocol for the telescoped synthesis of ( E )‐2‐Aryl‐4‐styryl‐1 H ‐pyrrolo[3,4‐c]quinoline‐1,3(2 H )‐diones were developed, employing a well‐characterized deep eutectic solvent (DES) as a catalyst for a transition metal‐free cascade dehydrogenation and sp 3 C─H functionalization to yield styryl‐heterocycles ( 6a–q ). The structures of 6c, 6i, and 6ia were confirmed by single‐crystal X‐ray diffraction, and all products were analyzed by NMR, IR, and HR‐MS/GC‐MS. Photophysical properties were examined, with compound 6o showing high sensitivity for dual‐state TFA detection. Density functional theory (DFT) studies further supported experimental findings.

ChemistrySelectVol. 10(6)
Vellore Institute of Technology University (IN)
Openalex Percentile: Top 29%
Multicomponent Synthesis of Heterocycles
0.94
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