Expeditious Synthesis of Pyrano[2,3,4‐ <i>de</i> ]quinolines by a Copper(I)‐Catalyzed Cascade Sonogashira Coupling/Annulation Reaction

Pyrano[2,3,4‐ de ]quinoline‐encompassing scaffolds are high‐value, intricate synthetic targets that are of interest in medicinal chemistry. Herein, we illustrate the first example of a copper(I)‐catalyzed cascade Sonogashira coupling/annulation reaction of ethyl 4‐(benzoyloxy)‐5‐bromo‐6‐methylquinoline‐3‐carboxylate with internal alkynes. This methodology exhibits broad substrate scope with respect to the alkyne, with good functional‐group compatibility and promising yields.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2025-11-26
DOI
https://doi.org/10.1002/ejoc.202500612
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Expeditious Synthesis of Pyrano[2,3,4‐ de ]quinolines by a Copper(I)‐Catalyzed Cascade Sonogashira Coupling/Annulation Reaction

Samir Mandal, Prasanjit Ghosh, Sajal Das
European Journal of Organic Chemistry
Catalytic Cross-Coupling Reactions
article

Expeditious Synthesis of Pyrano[2,3,4‐ de ]quinolines by a Copper(I)‐Catalyzed Cascade Sonogashira Coupling/Annulation Reaction

Samir Mandal, Prasanjit Ghosh, Sajal Das
article en

Abstract

Pyrano[2,3,4‐ de ]quinoline‐encompassing scaffolds are high‐value, intricate synthetic targets that are of interest in medicinal chemistry. Herein, we illustrate the first example of a copper(I)‐catalyzed cascade Sonogashira coupling/annulation reaction of ethyl 4‐(benzoyloxy)‐5‐bromo‐6‐methylquinoline‐3‐carboxylate with internal alkynes. This methodology exhibits broad substrate scope with respect to the alkyne, with good functional‐group compatibility and promising yields.

European Journal of Organic ChemistryVol. 29(1)
North Bengal University (IN)
Department of Science and Technology, Ministry of Science and Technology, India
Openalex Percentile: Top 72%
Catalytic Cross-Coupling Reactions
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