Electrochemical-Promoted Nickel-Catalyzed Oxidative Fluoroalkylation of Aryl Iodides

Zhenlei Zou; Heyin Li; Mengjun Huang; Weigang Zhang; Sanjun Zhi; Yi Wang; Yi Pan

doi:10.1021/acs.orglett.1c02997

Electrochemical-Promoted Nickel-Catalyzed Oxidative Fluoroalkylation of Aryl Iodides

Org Lett. 2021 Nov 5;23(21):8252-8256. doi: 10.1021/acs.orglett.1c02997. Epub 2021 Oct 13.

Authors

Zhenlei Zou¹, Heyin Li¹, Mengjun Huang¹, Weigang Zhang^{1

2}, Sanjun Zhi³, Yi Wang¹, Yi Pan¹

Affiliations

¹ State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, Collaborative Innovation Center of Advanced Microstructures, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China.
² Yuxiu Postdoctoral School, Nanjing University, Nanjing 210023, China.
³ Jiangsu Key Laboratory for the Chemistry of Low-Dimensional Materials, Huaiyin Normal University, Huaian 223300, China.

PMID: 34645266
DOI: 10.1021/acs.orglett.1c02997

Abstract

This work describes a general strategy for metal-catalyzed cross-coupling of fluoroalkyl radicals with aryl halides under electrochemical conditions. The contradiction between anodic oxidation of fluoroalkyl sulfinates and cathodic reduction of low-valent nickel catalysts can be well addressed by paired electrolysis, allowing for direct introduction of fluorinated functionalities into aromatic systems.