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铁盐催化的对甲氧基芳酰胺与亚砜的选择性N=S偶联反应

Selective N=S Coupling Reactions of -Methoxy Arylamides and Sulfoxides Catalyzed by Iron Salt.

作者信息

Jiang Dandan, Zhang Yingzhen, Qiao Xin, Xiao Jun, Liu Kunming, Li Juanhua, Liu Jinbiao

机构信息

School of Chemistry and Chemical Engineering, Jiangxi University of Science and Technology, 86 Hongqi Road, Ganzhou 341000, China.

出版信息

ACS Omega. 2024 Aug 1;9(35):37044-37051. doi: 10.1021/acsomega.4c03569. eCollection 2024 Sep 3.

Abstract

An iron-catalyzed selective N=S coupling of -methoxy amides and sulfoxides has been developed and was found to be a highly efficient method for the synthesis of -acyl sulfoximines. Electron-donating as well as electron-withdrawing groups on the phenyl ring are tolerated, and even sensitive substituents are compatible. The current catalytic transformation was conducted under an air atmosphere and can be easily scaled up to a gram scale with a catalyst loading of only 1 mol %. In this case, both coupling partners are used in their native forms, thus obviating prior functionalization and activation.

摘要

已开发出一种铁催化的甲氧基酰胺与亚砜的选择性N=S偶联反应,该反应被发现是合成α-酰基磺胺亚胺的高效方法。苯环上的供电子基团和吸电子基团均可耐受,甚至敏感的取代基也兼容。当前的催化转化在空气气氛下进行,并且仅使用1 mol%的催化剂负载量就可以轻松扩大到克级规模。在这种情况下,两种偶联反应物均以其天然形式使用,从而避免了预先的官能化和活化。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e186/11375812/b4a553bcc409/ao4c03569_0002.jpg

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