Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto, 606-8502, Japan.
Department of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK.
Angew Chem Int Ed Engl. 2023 Mar 27;62(14):e202218371. doi: 10.1002/anie.202218371. Epub 2023 Feb 26.
The potassium salts of carboxylic acids are developed as efficient carboxylating agents through CO exchange. We describe these carboxylates as dual-function reagents because they function as a combined source of CO and base/metalating agent. By using the salt of a commercially available carboxylic acid, this protocol overcomes difficulties when using CO gas 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 CO .
通过 CO 交换，羧酸的钾盐被开发为有效的羧化试剂。我们将这些羧酸盐描述为多功能试剂，因为它们既是 CO 的来源，又是碱/金属化试剂。通过使用商业上可用的羧酸的盐，该方案克服了使用 CO 气体或有机金属试剂（例如加压容器或严格的惰性条件）时的困难。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，并具有广泛的底物范围。通过制备几种重要的生物分子，我们展示了这种策略如何为使用低当量的标记 CO 进行同位素标记提供机会。
