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钯催化的 -(呋喃-2-基甲基)炔酰胺和烯烃作为偶联伙伴的有氧氧化二羰基化反应合成高共轭功能化 2-吡啶酮。

Synthesis of Highly Conjugated Functionalized 2-Pyridones by Palladium-Catalyzed Aerobic Oxidative Dicarbonation Reactions of -(Furan-2-ylmethyl) Alkyne Amides and Alkenes as Coupling Partners.

机构信息

Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, China.

Guangxi Key Laboratory of Zhuang and Yao Ethnic Medicine, Guangxi University of Chinese Medicine, Nanning 530200, China.

出版信息

J Org Chem. 2021 Feb 5;86(3):2748-2759. doi: 10.1021/acs.joc.0c02730. Epub 2021 Jan 17.

DOI:10.1021/acs.joc.0c02730
PMID:33459019
Abstract

A mild, step-economical method for the synthesis of highly conjugated functionalized 2-pyridones from -(furan-2-ylmethyl) alkyne amides is reported. This method involves Pd-catalyzed aerobic oxidative dicarbonation reactions of alkynes with carbon nucleophiles of a furan ring and an acrylate or styrene as coupling partners. The UV-vis absorption spectra of some of the 2-pyridones indicated that they absorbed shortwave radiation, suggesting their potential utility for filtration of such radiation.

摘要

本文报道了一种温和、逐步经济的方法,可从 -(呋喃-2-基甲基)炔酰胺合成高度共轭的功能化 2-吡啶酮。该方法涉及 Pd 催化的炔烃与呋喃环的碳亲核试剂和丙烯酰胺或苯乙烯作为偶联伙伴的有氧氧化二羧化反应。一些 2-吡啶酮的紫外可见吸收光谱表明它们吸收短波辐射,这表明它们在过滤这种辐射方面具有潜在的应用价值。

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