Visible‐Light‐Driven Synthesis of Pyrrolo[3,4‐ <i>b</i> ]quinolin‐1‐one Imines Exhibiting Aggregation‐Induced Enhanced Emission

In recent years, visible light-mediated transformations have gained significant attention. In this work, we report the synthesis of N-substituted 2,3-dihydro-1H-pyrrolo[3,4-b]quinolin-1-ones via a one-pot strategy involving C(sp<sup>3</sup>)-H functionalization, cyclization, and condensation to form the corresponding imines under visible-light conditions. Furthermore, the imines exhibited Aggregation-Induced Enhanced Emission (AIEE) properties and favorable photophysical response toward metal ions. Subsequent metal-free aerobic oxidation of these imines in the presence of a peroxide medium afforded the corresponding amides. The synthetic utility of this protocol was further demonstrated through post-functionalization of the products and gram-scale synthesis.

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Publication Details

Journal
Chemistry - An Asian Journal
Published
2025-09-16
DOI
https://doi.org/10.1002/asia.202500770
Citations
1
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.94
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article

Visible‐Light‐Driven Synthesis of Pyrrolo[3,4‐ b ]quinolin‐1‐one Imines Exhibiting Aggregation‐Induced Enhanced Emission

Fazlur‐Rahman Nawaz Khan, Chinnagounder Kameshwaran
1 citations
Chemistry - An Asian Journal
Catalytic C–H Functionalization Methods
0.94
article

Visible‐Light‐Driven Synthesis of Pyrrolo[3,4‐ b ]quinolin‐1‐one Imines Exhibiting Aggregation‐Induced Enhanced Emission

Fazlur‐Rahman Nawaz Khan, Chinnagounder Kameshwaran
article en
1 citations

Abstract

In recent years, visible light-mediated transformations have gained significant attention. In this work, we report the synthesis of N-substituted 2,3-dihydro-1H-pyrrolo[3,4-b]quinolin-1-ones via a one-pot strategy involving C(sp<sup>3</sup>)-H functionalization, cyclization, and condensation to form the corresponding imines under visible-light conditions. Furthermore, the imines exhibited Aggregation-Induced Enhanced Emission (AIEE) properties and favorable photophysical response toward metal ions. Subsequent metal-free aerobic oxidation of these imines in the presence of a peroxide medium afforded the corresponding amides. The synthetic utility of this protocol was further demonstrated through post-functionalization of the products and gram-scale synthesis.

Chemistry - An Asian JournalVol. 20(21)
Vellore Institute of Technology University (IN)
Openalex Percentile: Top 22%
Catalytic C–H Functionalization Methods
0.94
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