直接从甘油和芳香卤化物合成芳基烯丙酮，从而获得 2-脱氧-β-C-芳基苷。

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-08-28 Epub Date: 2024-08-09 DOI:10.1039/d4ob01172d

Irshad Ahmad Zargar , Bisma Rasool , S. K. Bappa , Debaraj Mukherjee

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引用次数: 0

摘要

本研究开发了一种通过醚保护 D/L 甘氨酸和不同芳基卤化物之间的氧化赫克型偶联反应高效合成芳基烯丙酮的方法。这种一步法通过斋草-伊藤（Saegusa-Ito）型氧化反应在 C-1 位上连接一个芳基，并保持 C-1/C-2 双键完好无损，从而促进了具有重要药用价值的 2-脱氧-β-芳基-C-糖苷在 Pd/C 还原后的合成。

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Synthesis of aryl enopyranones directly from glycals and aromatic halides to access 2-deoxy-β-C-aryl glycosides†

An efficient synthesis of aryl enopyranones via an oxidative Heck-type coupling reaction between ether protected d/l-glycals and different aryl halides is developed. This one-step method attaches an aryl group at the C-1 position keeping the C-1/C-2 double bond intact via the Saegusa–Ito type oxidation, thus facilitating the synthesis of medicinally important 2-deoxy-β-aryl-C-glycosides after Pd/C reduction.

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来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.