水介质中 VOSO4 与 Cu(0) 结合催化的便捷叠氮-炔 Huisgen 环加成反应

IF 3.3 Q2 CHEMISTRY, MULTIDISCIPLINARY

ACS Organic & Inorganic Au Pub Date : 2023-12-19 DOI:10.1021/acsorginorgau.3c00059

Wen-Chieh Yang, and , Chien-Tien Chen*,

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引用次数: 0

摘要

研究了一系列钒(III)、钒(IV/V)、无机金属氧化物和过渡金属氧化物与铜(0)粉作为共催化剂，用于铜(I)催化的叠氮-炔环加成反应。其中，含有乙酰丙酮酸盐、乙酸盐和硫酸盐的钒(IV)物种、钒(V)异丙氧基和钒酸盐适合在 CH3CN 中进行对乙酰基和对苄基 β-叠氮苷与三种不同末端炔的点击反应。水溶性硫酸钒（IV）进一步被选中用于未受保护的 β-叠氮糖苷的高效点击反应，甚至可在水介质中在环境温度下与含硫醇的底物相容。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Expedient Azide–Alkyne Huisgen Cycloaddition Catalyzed by a Combination of VOSO4 with Cu(0) in Aqueous Media

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Expedient Azide–Alkyne Huisgen Cycloaddition Catalyzed by a Combination of VOSO4 with Cu(0) in Aqueous Media

A series of vanadium(III), vanadyl(IV/V) species, inorganic metal oxides, and transition-metal oxides was examined as cocatalysts with Cu(0) powder for copper(I)-catalyzed azide-alkyne cycloaddition. Among them, vanadyl(IV) species bearing acetylacetonate, acetate, and sulfate, vanadyl(V) isopropoxide, and vanadate were suitable for the click reactions of per-acetyl and per-benzyl β-azido glycosides with three different terminal alkynes in CH₃CN. Water-soluble vanadyl(IV) sulfate was further selected for efficient click reactions for unprotected β-glycosyl azides and even compatible with a thiol-containing substrate in aqueous media at ambient temperature.

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来源期刊

ACS Organic & Inorganic Au 有机化学、无机化学-

CiteScore

4.10

自引率

0.00%

发文量

期刊介绍： ACS Organic & Inorganic Au is an open access journal that publishes original experimental and theoretical/computational studies on organic organometallic inorganic crystal growth and engineering and organic process chemistry. Short letters comprehensive articles reviews and perspectives are welcome on topics that include:Organic chemistry Organometallic chemistry Inorganic Chemistry and Organic Process Chemistry.