Activation of perfluoroalkyl iodides by anions: extending the scope of halogen bond activation to C(sp3)–H amidation, C(sp2)–H iodination, and perfluoroalkylation reactions

Author:

Wang Yaxin12,Cao Zehui1,He Qin1,Huang Xin3,Liu Jiaxi1,Neumann Helfried2ORCID,Chen Gong3ORCID,Beller Matthias2ORCID

Affiliation:

1. College of Pharmacy, Nanjing University of Chinese Medicine, Nanjing 210023, China

2. Leibniz-Institute for Catalysis, Albert-Einstein-Str. 29a, Rostock 18059, Germany

3. State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China

Abstract

A simple activation of perfluoroalkyl iodides by tBuONa or KOH allows the promotion of α-sp3 C–H amidation reactions of alkyl ethers and benzylic hydrocarbons, C–H iodination of heteroaryl compounds, and perfluoroalkylations of electron-rich π bonds.

Funder

National Natural Science Foundation of China

Natural Science Foundation of Jiangsu Province

Nanjing University of Chinese Medicine

China Scholarship Council

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

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