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通过醛自氧化与钯催化协同作用实现室温下苯并[h]喹啉的C(sp)-H酰化反应

C(sp)-H Acylation of Benzo[h]quinolines at Room Temperature via Aldehyde Autoxidation and Palladium Catalysis Cooperation.

作者信息

Roy Ishita, Mandal Nilangshu, Biswas Promita, Datta Ayan, Guin Joyram

机构信息

School of Chemical Sciences, Indian Association for the Cultivation of Science, 2 A & 2B Raja S. C. Mullick Road, Jadavpur, Kolkata, 700032, India.

出版信息

Chemistry. 2025 Mar 6;31(14):e202403975. doi: 10.1002/chem.202403975. Epub 2025 Jan 7.

Abstract

Herein, we report Pd-catalyzed C(sp)-H acylation using aldehyde as acyl source and O as the green oxidant at room temperature. A selective association of acyl radical formed in-situ during aldehyde autoxidation with Pd-catalysis is the key to the process. The reaction afforded products in good yields (up to 82 %) and it is scalable. The proposed Pd/Pd-catalytic cycle is supported by a series of control studies and DFT calculations.

摘要

在此,我们报道了在室温下以醛为酰基源、氧气为绿色氧化剂的钯催化C(sp)-H酰化反应。醛自氧化过程中原位形成的酰基自由基与钯催化的选择性结合是该反应的关键。该反应能以良好的产率(高达82%)得到产物,且具有可扩展性。一系列对照研究和密度泛函理论计算支持了所提出的钯/钯催化循环。

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