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使用γ-芳基-β-酮酯和苯甲酰氯通过碱介导的方法合成脱氧安息香。

Base mediated approach for the synthesis of deoxybenzoins using γ-aryl-β-ketoesters and benzoyl chlorides.

作者信息

Choudhary Shailendra Singh, Darole Ratanamala S, Krishna Gamidi Rama, Senthilkumar Beeran

机构信息

Division of Organic Chemistry, CSIR-National Chemical Laboratory Dr Homi Bhabha Road Pune-411008 India

Academy of Scientific and Innovative Research (AcSIR) Ghaziabad 201002 India.

出版信息

RSC Adv. 2025 Sep 9;15(39):32424-32430. doi: 10.1039/d5ra05242d. eCollection 2025 Sep 5.

DOI:10.1039/d5ra05242d
PMID:40933092
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12418168/
Abstract

This study introduces a one-pot, transition metal-free strategy for synthesizing deoxybenzoins, overcoming the challenges of conventional methods. The reaction involves dual acylation of γ-aryl β-keto esters using KCO in dioxane at 90 °C, followed by a concerted transformation to form deoxybenzoin. The protocol operates under mild conditions, tolerates a broad range of substrates, and produces minimal by-products, making it a practical, scalable alternative for accessing pharmaceutically relevant deoxybenzoins.

摘要

本研究介绍了一种无需过渡金属的一锅法合成脱氧安息香的策略，克服了传统方法的挑战。该反应涉及在90℃下，γ-芳基β-酮酯在二氧六环中使用碳酸钾进行双酰化反应，随后协同转化形成脱氧安息香。该方法在温和条件下操作，能耐受多种底物，且副产物极少，使其成为获取与药物相关的脱氧安息香的一种实用、可扩展的替代方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d6e7/12418168/01c2c7fcee0e/d5ra05242d-s4.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d6e7/12418168/5aa9500d1af4/d5ra05242d-f1.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d6e7/12418168/9fb9c111d893/d5ra05242d-s1.jpg
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