Synthesis of benzo[ <i>d</i> , <i>e</i> ]quinoline-spiro-succinimides <i>via</i> rhodium-catalyzed C–H activation/annulation of 1-naphthylamides with maleimides

This study unveils the first rhodium-catalyzed synthesis of benzo[<i>d</i>,<i>e</i>]quinoline-spiro-succinimides <i>via</i> C-H activation/annulation of 1-naphthylamides with maleimides, utilizing picolinamide as a directing group. This method boasts a broad substrate scope, excellent yields, and wide range of functional group tolerance. Mechanistic insights and promising photoluminescence are reported, demonstrating an efficient route to valuable all-carbon quaternary spirocyclic compounds.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob00825e
Citations
7
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
6.55
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article

Synthesis of benzo[ d , e ]quinoline-spiro-succinimides via rhodium-catalyzed C–H activation/annulation of 1-naphthylamides with maleimides

Mahesh A. Sonawane, Nileshkumar B. Rathod, Subhash Chandra Ghosh, Dinesh Gopichand Thakur et al.
7 citations
Organic & Biomolecular Chemistry
Catalytic C–H Functionalization Methods
6.55
article

Synthesis of benzo[ d , e ]quinoline-spiro-succinimides via rhodium-catalyzed C–H activation/annulation of 1-naphthylamides with maleimides

Mahesh A. Sonawane, Nileshkumar B. Rathod, Subhash Chandra Ghosh, Dinesh Gopichand Thakur, Sachinkumar D. Patel, Raj N. Patel, Dharmik M. Patel
article en
7 citations

Abstract

This study unveils the first rhodium-catalyzed synthesis of benzo[<i>d</i>,<i>e</i>]quinoline-spiro-succinimides <i>via</i> C-H activation/annulation of 1-naphthylamides with maleimides, utilizing picolinamide as a directing group. This method boasts a broad substrate scope, excellent yields, and wide range of functional group tolerance. Mechanistic insights and promising photoluminescence are reported, demonstrating an efficient route to valuable all-carbon quaternary spirocyclic compounds.

Organic & Biomolecular ChemistryVol. 23(29)
Central Salt and Marine Chemicals Research Institute (IN), Academy of Scientific and Innovative Research (IN)
Openalex Percentile: Top 3%
Catalytic C–H Functionalization Methods
6.55
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Synthesis of benzo[ <i>d</i> , <i>e</i> ]quinoline-spiro-succinimides <i>via</i> rhodium-catalyzed C–H activation/annulation of 1-naphthylamides with maleimides — Mahesh A. Sonawane, Nileshkumar B. Rathod, et al. · Organic & Biomolecular Chemistry (2025) | TGRS Research Map | TGRS