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阳离子钴(III)催化的芳基和烯基C-H酰胺化反应:一种修饰嘌呤衍生物的温和方法。

Cationic Cobalt(III)-Catalyzed Aryl and Alkenyl C-H Amidation: A Mild Protocol for the Modification of Purine Derivatives.

作者信息

Liang Yujie, Liang Yu-Feng, Tang Conghui, Yuan Yizhi, Jiao Ning

机构信息

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing 100191 (P. R. China), Fax: (+86) 10-82805297 http://sklnbd.bjmu.edu.cn/nj/

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing 100191 (P. R. China), Fax: (+86) 10-82805297 http://sklnbd.bjmu.edu.cn/nj/.

出版信息

Chemistry. 2015 Nov 9;21(46):16395-9. doi: 10.1002/chem.201503533. Epub 2015 Sep 29.

Abstract

A cationic cobalt(III)-catalyzed direct C-H amidation of unactivated (hetero)arenes and alkenes by using 1,4,2-dioxazol-5-ones as the amidating reagent has been developed. This transformation proceeds efficiently under external oxidant-free conditions with a broad substrate scope. Moreover, 6-arylpurine compounds, which often exhibit high potency in antimycobacterial, cytostatic, and anti-HCV activities, can be smoothly amidated, thus offering a mild protocol for their late stage functionalization.

摘要

已开发出一种阳离子钴(III)催化的未活化(杂)芳烃和烯烃的直接C-H酰胺化反应,该反应使用1,4,2-二恶唑-5-酮作为酰胺化试剂。这种转化在无外部氧化剂的条件下高效进行,底物范围广泛。此外,通常在抗分枝杆菌、细胞抑制和抗丙型肝炎病毒活性方面表现出高效能的6-芳基嘌呤化合物可以顺利地进行酰胺化反应,从而为它们的后期官能团化提供了一种温和的方法。

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