Synthesis of\nπ‑Extended Imidazo[1,2‑<i>a</i>]quinolines\nvia Carboxylic Acid-Assisted Ru(II)-Catalyzed\nDual C–H Activation and Alkyne Annulation

Ru(II)-catalyzed, carboxylic acid-assisted oxidative\nannulation\nof <i>N</i>-aryl azoles with alkynes via double C–H\nactivation to produce highly functionalized π-extended imidazo[1,2-<i>a</i>]quinolines is reported. The reaction features a broad\nsubstrate generality and tolerates various biologically relevant scaffolds.\nInterestingly, annulated products showed strong fluorescence properties\nand an AgIE effect and exhibited a selective fluorescent response\ntoward the Cu<sup>2+</sup> ion. Further photocatalytic properties\nof the product are demonstrated in the photochemical coupling of azoles\nand arenes.

Publication Details

Journal
Figshare
Published
2024-11-27
DOI
https://doi.org/10.1021/acs.orglett.4c03522.s001
Primary Topic
Genetic Mapping and Diversity in Plants and Animals
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article
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article

Synthesis of\nπ‑Extended Imidazo[1,2‑a]quinolines\nvia Carboxylic Acid-Assisted Ru(II)-Catalyzed\nDual C–H Activation and Alkyne Annulation

Figshare
Genetic Mapping and Diversity in Plants and Animals
article

Synthesis of\nπ‑Extended Imidazo[1,2‑a]quinolines\nvia Carboxylic Acid-Assisted Ru(II)-Catalyzed\nDual C–H Activation and Alkyne Annulation

article en

Abstract

Ru(II)-catalyzed, carboxylic acid-assisted oxidative\nannulation\nof <i>N</i>-aryl azoles with alkynes via double C–H\nactivation to produce highly functionalized π-extended imidazo[1,2-<i>a</i>]quinolines is reported. The reaction features a broad\nsubstrate generality and tolerates various biologically relevant scaffolds.\nInterestingly, annulated products showed strong fluorescence properties\nand an AgIE effect and exhibited a selective fluorescent response\ntoward the Cu<sup>2+</sup> ion. Further photocatalytic properties\nof the product are demonstrated in the photochemical coupling of azoles\nand arenes.

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Clean water and sanitation
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Genetic Mapping and Diversity in Plants and Animals
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