钯催化硼酸甘酯与芳基硫铵盐的Suzuki-Miyaura偶联合成c -芳基甘酯。

IF 5 1区 化学 Q1 CHEMISTRY, ORGANIC
Yu Zhang, , , Chengyang Guan, , , Mingjie Zeng, , , Qian Wang, , , Hong Liu*, , and , Jiang Wang*, 
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引用次数: 0

摘要

芳基c -糖苷是许多天然产物和药物的关键结构基序。在这里,我们报道了钯催化的铃木-宫浦交叉偶联反应,在温和的条件下,丙基硼酸盐和芳基硫铵盐合成了c -芳基甘醛。该方法具有基板范围广、功能基团容忍度好、操作简单等特点。此外,该策略的合成效用通过结构复杂药物分子的后期功能化得到证明,强调了其在药物化学应用中的潜力。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Palladium-Catalyzed Suzuki–Miyaura Couplings of Glycal Boronates with Aryl Thianthrenium Salts for the Synthesis of C-Aryl Glycals

Palladium-Catalyzed Suzuki–Miyaura Couplings of Glycal Boronates with Aryl Thianthrenium Salts for the Synthesis of C-Aryl Glycals

Aryl C-glycosides represent key structure motifs in numerous natural products and pharmaceuticals. Here, we report a palladium-catalyzed Suzuki–Miyaura cross-coupling reaction between glycal boronates and aryl thianthrenium salts under mild conditions, enabling the synthesis of C-aryl glycals. This method features broad substrate scope, excellent functional group tolerance, and operational simplicity. Furthermore, the synthetic utility of this strategy is demonstrated through late-stage functionalization of structurally complex drug molecules, underscoring its potential for medicinal chemistry applications.

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来源期刊
Organic Letters
Organic Letters 化学-有机化学
CiteScore
9.30
自引率
11.50%
发文量
1607
审稿时长
1.5 months
期刊介绍: Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.
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