Diversity-Oriented Synthesis of Fluoromethylated Arenes via Palladium-Catalyzed C-H Fluoromethylation of Aryl Iodides

Yiming Du; Shuxin Chen; Ao Huang; Yihan Chen; Yun-Lin Liu; Gaopeng Song; Ri-Yuan Tang; Hanhong Xu; Guangkai Yao; Zhaodong Li

doi:10.1021/acs.orglett.1c04367

Diversity-Oriented Synthesis of Fluoromethylated Arenes via Palladium-Catalyzed C-H Fluoromethylation of Aryl Iodides

Org Lett. 2022 Feb 18;24(6):1341-1345. doi: 10.1021/acs.orglett.1c04367. Epub 2022 Feb 7.

Authors

Yiming Du¹, Shuxin Chen¹, Ao Huang¹, Yihan Chen¹, Yun-Lin Liu², Gaopeng Song¹, Ri-Yuan Tang¹, Hanhong Xu³, Guangkai Yao³, Zhaodong Li^{1

3

4}

Affiliations

¹ College of Materials and Energy, South China Agricultural University, 510642 Guangzhou, China.
² School of Chemistry and Chemical Engineering, Guangzhou University, 510006 Guangzhou, China.
³ Key Laboratory of Natural Pesticide and Chemical Biology, Ministry of Education, South China Agricultural University, 510642 Guangzhou, China.
⁴ Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, 518055 Shenzhen, China.

PMID: 35129989
DOI: 10.1021/acs.orglett.1c04367

Abstract

Herein we report the first versatile and expeditious method for the site-selective C-H fluoromethylation of aryl iodides via Pd/norbornene cooperative catalysis, which could work as a robust toolbox for the diversity-oriented synthesis (DOS) of fluoromethylated arenes. This methodology features the use of the low-cost industrial raw material CH₂IF as the fluoromethyl source, an excellent functional group tolerance, and a broad ipso termination scope and can be expanded to the late-stage modification of biorelevant molecules.

Publication types

Research Support, Non-U.S. Gov't