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镍催化不饱和肟酯与芳基硼酸的 Narasaka-Heck 环化羰基化反应

Nickel-Catalyzed Narasaka-Heck Cyclization Carbonylation of Unsaturated Oxime Esters with Arylboronic Acids.

作者信息

Li Ming, Gao Fan, Xu Shanmei, Miao Dong-Yu, Chen Dong-Ping, Li Shun-Xi, Qiu Yi-Feng, Quan Zheng-Jun, Wang Xi-Cun, Liang Yong-Min

机构信息

Gansu International Scientific and Technological Cooperation Base of Water-Retention Chemical Functional Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, P. R. China.

State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China.

出版信息

Org Lett. 2024 Sep 20;26(37):7834-7840. doi: 10.1021/acs.orglett.4c02647. Epub 2024 Sep 5.

Abstract

The Narasaka-Heck reaction is one of the most straightforward methods for constructing pyrroline derivatives. Herein, we report a novel nickel-catalyzed three-component carbonylation reaction, which cleverly realizes the continuous construction of C(sp)-N bonds and C(sp)-C(sp) bonds and effectively promotes the synthesis of acyl-substituted pyrroline derivatives. Furthermore, this strategy not only expands the conversion pathway of γ,δ-unsaturated oxime esters but also provides a new method for the synthesis of nitrogen-containing heterocyclic compounds.

摘要

奈良坂-赫克反应是构建吡咯啉衍生物最直接的方法之一。在此,我们报道了一种新型的镍催化三组分羰基化反应,该反应巧妙地实现了C(sp)-N键和C(sp)-C(sp)键的连续构建,并有效促进了酰基取代吡咯啉衍生物的合成。此外,该策略不仅扩展了γ,δ-不饱和肟酯的转化途径,还为含氮杂环化合物的合成提供了一种新方法。

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