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膦催化α-琥珀酰亚胺取代的联烯酸酯与醌甲基化物的γ'-碳1,6-共轭加成反应:4-二芳基甲基化3,4-二取代马来酰亚胺的合成

Phosphine-Catalyzed γ'-Carbon 1,6-Conjugate Addition of α-Succinimide Substituted Allenoates with -Quinone Methides: Synthesis of 4-Diarylmethylated 3,4-Disubstituted Maleimides.

作者信息

Gao Zhenzhen, Zhou Xiaoming, Liu Dandan, Nie Baoshen, Lu Hanchong, Chen Xiaotong, Wu Jiahui, Li Lei, Wang Xuekun

机构信息

State Key Laboratory for Macromolecule Drugs and Large-Scale Manufacturing, School of Pharmaceutical Sciences, Liaocheng University, Liaocheng 252059, China.

出版信息

Molecules. 2024 May 31;29(11):2593. doi: 10.3390/molecules29112593.

Abstract

In this paper, an interesting γ'-carbon 1,6-conjugate addition for phosphine-catalyzed α-succinimide substituted allenoates has been disclosed. A wide array of substrates was found to participate in the reaction, resulting in the production of diverse 4-diarylmethylated 3,4-disubstituted maleimides with satisfactory to outstanding yields. Furthermore, a plausible mechanism for the reaction was proposed by the investigators.

摘要

本文报道了一种有趣的膦催化α-琥珀酰亚胺取代的联烯酸酯的γ'-碳1,6-共轭加成反应。发现多种底物可参与该反应,以令人满意至优异的产率生成各种4-二芳基甲基化的3,4-二取代马来酰亚胺。此外,研究人员还提出了该反应可能的机理。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/31ee/11173458/5b55a0052362/molecules-29-02593-sch001.jpg

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本文引用的文献

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Phosphine-Catalyzed (4 + 2) Annulation of Allenoates Bearing Acidic Hydrogen with 1,1-Dicyanoalkenes.
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Phosphine-Catalyzed (4 + 2) Annulation of Allenoates with Benzofuran-Derived Azadienes and Subsequent Thio-Michael Addition.
Org Lett. 2022 May 27;24(20):3747-3752. doi: 10.1021/acs.orglett.2c01500. Epub 2022 May 13.
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