Expedient Route to Access C8-Carbonylated Quinolines via Photo-Induced C(sp3)–H Oxidation

Abstract Visible light-enabled C(sp3)–H oxidation of 8-alkylquinolines has been accomplished utilizing [Mes-Acr-Me]BF4 under air. The reaction offers an effective synthetic approach to direct access of C8-carbonyl quinolines bearing aldehydes, ketones, and esters groups and allows other important functional handles through postsynthetic modification. The site-selective C(sp3)–H oxidation, use of air as oxidant, substrate scope, and postsynthetic potential are the salient practical features.

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Publication Details

Journal
Synthesis
Published
2025-09-24
DOI
https://doi.org/10.1055/a-2708-6984
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Expedient Route to Access C8-Carbonylated Quinolines via Photo-Induced C(sp3)–H Oxidation

Bijoy Debnath, Tharmalingam Punniyamurthy, Santu Mandal, S. K. Bera et al.
Synthesis
Catalytic C–H Functionalization Methods
article

Expedient Route to Access C8-Carbonylated Quinolines via Photo-Induced C(sp3)–H Oxidation

Bijoy Debnath, Tharmalingam Punniyamurthy, Santu Mandal, S. K. Bera, Pallabi Paul
article en

Abstract

Abstract Visible light-enabled C(sp3)–H oxidation of 8-alkylquinolines has been accomplished utilizing [Mes-Acr-Me]BF4 under air. The reaction offers an effective synthetic approach to direct access of C8-carbonyl quinolines bearing aldehydes, ketones, and esters groups and allows other important functional handles through postsynthetic modification. The site-selective C(sp3)–H oxidation, use of air as oxidant, substrate scope, and postsynthetic potential are the salient practical features.

SynthesisVol. 58(02)
Indian Institute of Technology Guwahati (IN)
Openalex Percentile: Top 80%
Catalytic C–H Functionalization Methods
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