Nickel-Catalyzed Enantioselective Pyridone C-H Functionalizations Enabled by a Bulky N-Heterocyclic Carbene Ligand,Journal of the American Chemical Society

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Nickel-Catalyzed Enantioselective Pyridone C-H Functionalizations Enabled by a Bulky N-Heterocyclic Carbene Ligand
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2018-03-15 , DOI: 10.1021/jacs.8b01181
Johannes Diesel ₁ , Anastasiia M. Finogenova ₁ , Nicolai Cramer ₁

Affiliation

Annulated pyridones are an important scaffold found in many biologically active compounds. A Ni(0)-catalyzed C-H functionalization of 2- and 4-pyridones is disclosed, providing access to annulated pyridones via enantioselective intramolecular olefin hydroarylation. Key to the success of the transformation was the development of a sterically hindered and tunable N-heterocyclic carbene ligand resembling a chiral version of IPr. This ligand allows for mild reaction temperatures, and leads to the annulated pyridones in excellent yields and enantioselectivities.

中文翻译：

镍催化的对映选择性吡啶酮 CH 官能化由大块 N-杂环卡宾配体实现

环状吡啶酮是在许多生物活性化合物中发现的重要支架。公开了 Ni(0) 催化的 2-和 4-吡啶酮的 CH 官能化，通过对映选择性分子内烯烃加氢芳基化提供了对环状吡啶酮的访问。转化成功的关键是开发了空间位阻可调的 N-杂环卡宾配体，类似于 IPr 的手性版本。该配体允许温和的反应温度，并以优异的产率和对映选择性产生环化吡啶酮。

更新日期：2018-03-15

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