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钯催化芳基肟的C-H官能化:一种合成异喹啉的策略。

Palladium-Catalyzed C-H Functionalization of Aromatic Oximes: A Strategy for the Synthesis of Isoquinolines.

作者信息

Zhu Zhongzhi, Tang Xiaodong, Li Xianwei, Wu Wanqing, Deng Guohua, Jiang Huanfeng

机构信息

School of Chemistry and Chemical Engineering, South China University of Technology , Guangzhou 510640, People's Republic of China.

出版信息

J Org Chem. 2016 Feb 19;81(4):1401-9. doi: 10.1021/acs.joc.5b02376. Epub 2016 Feb 2.

Abstract

An efficient strategy for synthesis of isoquinolines via Pd(II)-catalyzed cyclization reaction of oximes with vinyl azides or homocoupling of oximes is reported. Oximes could serve as a directing group and an internal oxidant in the transformation. This reaction features good functional group tolerance and provides a useful protocol for the synthesis of different kinds of isoquinolines under mild conditions. Some control experiments and (15)N isotope labeling experiments were conducted for the mechanistic research.

摘要

报道了一种通过钯(II)催化肟与乙烯基叠氮化物的环化反应或肟的自身偶联反应高效合成异喹啉的策略。在该转化过程中,肟可作为导向基团和内氧化剂。此反应具有良好的官能团耐受性,并为在温和条件下合成不同种类的异喹啉提供了一种有用的方法。进行了一些对照实验和(15)N同位素标记实验以进行机理研究。

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