Carboxylic Acid Salts as Dual‐Function Reagents for Carboxylation and Carbon Isotope Labeling
Carboxylic Acid Salts as Dual‐Function Reagents for Carboxylation and Carbon Isotope Labeling
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羧酸盐作为羧化和碳同位素标记的双功能试剂
DOI：
10.1002/anie.202218371
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发表时间：
2023
期刊：
影响因子：
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通讯作者：
Perry Gregory J. P.
中科院分区：
文献类型：
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作者：
Wang Shuo;Larrosa Igor;Yorimitsu Hideki;Perry Gregory J. P.
羧酸钾盐是通过CO2交换而开发的高效羧化剂。我们将这些羧酸盐描述为双功能试剂，因为它们作为CO2和碱/金属化剂的组合来源。通过使用市售羧酸的盐，该方案克服了使用CO2气体或有机金属试剂时的困难，例如加压容器或严格的惰性条件。该反应在温和的条件下进行，不需要过渡金属或其他添加剂，并显示出广泛的底物范围。通过几个生物学上重要的分子的制备，我们展示了这种策略如何提供了一个机会，同位素标记低当量的标记CO2。
The potassium salts of carboxylic acids are developed as efficient carboxylating agents through CO2exchange. We describe these carboxylates as dual‐function reagents because they function as a combined source of CO2and base/metalating agent. By using the salt of a commercially available carboxylic acid, this protocol overcomes difficulties when using CO2gas or organometallic reagents, such as pressurized containers or strictly inert conditions. The reaction proceeds under mild conditions, does not require transition metals or other additives, and shows broad substrate scope. Through the preparation of several biologically important molecules, we show how this strategy provides an opportunity for isotope labeling with low equivalents of labeled CO2.