Diversity-Oriented Synthesis of Coumarin-Fused Cyclopentanones via a Nucleophilic Phosphine Controlled Cascade Reaction

Qi Huang; Junfeng Fu; Zhixin Chang; Wenhao Gan; Yongjiang Wang; Xiaoyu Han

doi:10.1055/s-0041-1738399

Synlett, Table of Contents

Synlett 2022; 33(13): 1282-1286
DOI: 10.1055/s-0041-1738399

letter

Diversity-Oriented Synthesis of Coumarin-Fused Cyclopentanones via a Nucleophilic Phosphine Controlled Cascade Reaction

Qi Huang‡

,

Junfeng Fu‡

,

Zhixin Chang

,

Wenhao Gan

,

Yongjiang Wang

,

Xiaoyu Han∗

Abstract

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Abstract

A phosphine-promoted intermolecular annulation reaction of functionalized 3-benzoyl coumarin with alkynone has been disclosed. This reaction was found to be highly dependent on the nucleophilicity of the phosphine. Two classes of coumarin-fused cyclopentanones were selectively afforded in moderate to good yields with excellent diastereoselectivities under the mild reaction conditions.

Key words

diversity-oriented - cyclopentanone - phosphine - annulation

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References

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Supplementary Material

Supporting Information