Work

Visible‐Light‐Induced Radical Cyclization of Unactivated Olefins with Perfluoroalkyl Iodides to Access Perfluoroalkylated Ortho‐Diazaheterocyclic Compounds

Year: 2025

Type: article

Abstract: An efficient visible‐light‐driven strategy for the radical perfluoroalkylation/tandem cyclization of unactivated alkenes with perfluoroalkyl iodides (IRf) has been developed, enabling efficient synthesis of perfluoroalkylated heterocyclic derivatives, including pyrazoles, pyridazines, and benzodiazepines. This methodology features broad substrate compatibility with 34 examples, affording the desired products in yields up to 81%. Results of mechanistic studies indicate that the formation of electron donor–acceptor complex between perfluoroalkyl iodides and TMEDA greatly initiates the reaction, avoiding the use of extra catalysts and oxidants.

Source: Advanced Synthesis & Catalysis

DOI: 10.1002/adsc.70024

Authors: Kaixia Sui, Yuting Leng, Panpan Wang, Yangjie Wu

Institution: Zhengzhou University

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funder: National Natural Science Foundation of China

Award: 环钯化合物等催化的偶联反应研究