Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149, Münster, Germany.
Max Planck Institute for Chemical Energy Conversion, Stiftstraße 34-36, 45470, Mülheim an der Ruhr, Germany.
Angew Chem Int Ed Engl. 2020 Jul 27;59(31):12848-12852. doi: 10.1002/anie.202002362. Epub 2020 May 18.
We report the ligand-enabled C-H activation/olefination of free carboxylic acids in the γ-position. Through an intramolecular Michael addition, δ-lactones are obtained as products. Two distinct ligand classes are identified that enable the challenging palladium-catalyzed activation of free carboxylic acids in the γ-position. The developed protocol features a wide range of acid substrates and olefin reaction partners and is shown to be applicable on a preparatively useful scale. Insights into the underlying reaction mechanism obtained through kinetic studies are reported.
我们报告了在配体存在的情况下，γ-位游离羧酸的 C-H 活化/烯丙基化反应。通过分子内迈克尔加成反应，得到 δ-内酯作为产物。我们确定了两种不同的配体类别，它们能够实现游离羧酸在γ-位的具有挑战性的钯催化活化。所开发的方法具有广泛的酸底物和烯烃反应伙伴，并被证明在可用于制备的规模上是适用的。通过动力学研究获得的对底层反应机制的见解也被报道了。
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