Cs2CO3‐I2促进黄酮和黄酮的高效合成:纳兰根素和芹菜素的全合成

IF 2.5 3区 化学 Q2 CHEMISTRY, ORGANIC
Kailas Arjun Chavan , Dr. Rohan D. Erande
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引用次数: 0

摘要

黄酮类化合物是一类重要的天然存在的支架,以其多样的生物活性而闻名,并已大量使用化学计量试剂进行合成。在此,我们报告了一种可靠、稳健、一锅、过渡金属和无添加剂的方案,用于从2 -羟基苯乙酮和取代醛合成黄酮和黄酮。我们开发的方法以Cs2CO3为碱,碘为氧化剂,在H2O: DMSO(9:1)的溶剂体系中,在温和的反应条件下,以简单而容易获得的底物,直接获得许多黄酮和黄烷酮,收率高。在应用中,天然存在的化合物如柚皮素和芹菜素已经成功地合成使用开发的方案。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Cs2CO3‐I2 Promoted Efficient Synthesis of Flavones and Flavanones: Total Synthesis of Narengenin and Apigenin

Cs2CO3‐I2 Promoted Efficient Synthesis of Flavones and Flavanones: Total Synthesis of Narengenin and Apigenin
Flavonoids are an important class of naturally existing scaffolds known for their diverse biological activities and have been immensely synthesized using stoichiometric reagent amounts. Herein, we report a reliable, robust, one‐pot, transition metal and additive‐free protocol for the synthesis of flavones and flavanones from 2‐hydroxyacetophenone and substituted aldehydes. Our developed method utilizes Cs2CO3 as a base and iodine as an oxidant in H2O: DMSO (9 : 1) solvent system, which provides direct access to many flavones and flavanones in excellent yields under milder reaction conditions with simple yet easily available substrates. In application, naturally occurring compounds such as naringenin and apigenin have been successfully synthesized using developed protocol.
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来源期刊
CiteScore
5.40
自引率
3.60%
发文量
752
审稿时长
1 months
期刊介绍: The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.
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