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铜催化分子内烯基C(sp)-H酰胺化反应合成α-亚烷基-β-内酰胺

Copper-Catalyzed Intramolecular Olefinic C(sp)-H Amidation for the Synthesis of -Alkylidene--lactams.

作者信息

Nozawa-Kumada Kanako, Hayashi Masahito, Kwon Eunsang, Shigeno Masanori, Yada Akira, Kondo Yoshinori

机构信息

Graduate School of Pharmaceutical Sciences, Tohoku University, 6-3 Aoba, Aramaki, Aoba-ku, Sendai 980-8578, Miyagi, Japan.

Interdisciplinary Research Center for Catalytic Chemistry, National Institute of Advanced Industrial Science and Technology (AIST), Central 5, 1-1-1 Higashi, Tsukuba 305-8565, Ibaraki, Japan.

出版信息

Molecules. 2023 Sep 18;28(18):6682. doi: 10.3390/molecules28186682.

Abstract

Herein, we report the copper-catalyzed dehydrogenative C(sp)-N bond formation of 4-pentenamides via nitrogen-centered radicals. This reaction provides a straightforward and efficient preparation method for -alkylidene--lactams. Notably, we could controllably synthesize ,-unsaturated- or ,-saturated--alkylidene--lactams depending on the reaction conditions.

摘要

在此,我们报道了通过氮中心自由基实现的铜催化4-戊烯酰胺的脱氢C(sp)-N键形成反应。该反应为α-亚烷基-β-内酰胺提供了一种直接且高效的制备方法。值得注意的是,根据反应条件,我们能够可控地合成α,β-不饱和或α,γ-饱和的α-亚烷基-β-内酰胺。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55da/10537769/ed320d54f2ba/molecules-28-06682-sch001.jpg

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