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One-pot copper-catalyzed three-component reaction: a modular approach to functionalized 2-quinolones.

ABSTRACT: A copper-catalyzed three-component annulation for the synthesis of functionalized 2-quinolones was developed. Three reactions including an S_N2, a Knoevenagel, and finally C-N bond formation are involved in the designed cascade reaction using 2-bromoacylarenes, 2-iodoacetamide, and nucleophiles as the three components. A new catalytic system was discovered during the study and this modular approach is highly efficient to access functionalized 2-quinolone derivatives, compatible with a broad range of functional groups, scalable, and step-economic. Further derivatization of the obtained product demonstrates the synthetic utility of this method.

SUBMITTER: Kim AR

PROVIDER: S-EPMC9049946 | biostudies-literature | 2020 Feb

REPOSITORIES: biostudies-literature

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One-pot copper-catalyzed three-component reaction: a modular approach to functionalized 2-quinolones.

Kim Ah Reum AR Lim Hee Nam HN

RSC advances 20200224 13

A copper-catalyzed three-component annulation for the synthesis of functionalized 2-quinolones was developed. Three reactions including an S<sub>N</sub>2, a Knoevenagel, and finally C-N bond formation are involved in the designed cascade reaction using 2-bromoacylarenes, 2-iodoacetamide, and nucleophiles as the three components. A new catalytic system was discovered during the study and this modular approach is highly efficient to access functionalized 2-quinolone derivatives, compatible with a ...[more]

PMID: 35492152

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