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

The Journal of Organic Chemistry
Zhongzhi ZhuHuanfeng Jiang

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.

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Citations

Jan 17, 2017·The Journal of Organic Chemistry·Li-Rong WenMing Li
Mar 3, 2017·Chemical Communications : Chem Comm·Zhongzhi ZhuHuanfeng Jiang
Nov 11, 2017·Chemical Society Reviews·Junkai FuXihe Bi
Oct 26, 2018·Chemistry : a European Journal·Bin HuangKarl Gademann
Apr 17, 2020·Chemical Communications : Chem Comm·Zhongzhi ZhuYibiao Li
Sep 11, 2019·The Journal of Organic Chemistry·Budaganaboyina PrasadAhmed Kamal
Dec 13, 2018·Organic Letters·Zongyang LiZhenhua Zhang
Nov 2, 2017·The Journal of Organic Chemistry·Hirohito HayashiShunsuke Chiba
Aug 9, 2018·The Journal of Organic Chemistry·Xuan LiYuetao Zhang
Oct 11, 2017·Chemical Reviews·Dmitrii S BolotinVadim Yu Kukushkin
Jun 16, 2018·The Journal of Organic Chemistry·Kui LiuYong-Ming Zhu

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