Work

Promotion of Metal‐Free Catalytic Coupling of Fluorinated Halogenated Hydrocarbons By a Base for the Synthesis of Difluoromethyl Heterocyclic Amines

Year: 2024

Type: article

Abstract: The selective functionalization of difluoromethyl groups (−CF2) is a promising approach and an attractive synthetic route for accessing fluorine‐containing moieties with medicinal benefits. Here, we report a case of a C−N coupling reaction between bromodifluoropropene with heterocyclic amines, such as indole, pyrrole, and imidazole, promoted by an alkali without the use of transition metal catalysis. This reaction differs from existing methods in that it does not undergo a difluoromethylation isomerization reaction but directly retains the structure of the terminal olefin. This chemical conversion process has a wide substrate range, good functional group tolerance, and an ideal reaction conversion rate, making it an effective new method for the difluoropropenation of heterocyclic amines.

Source: Asian Journal of Organic Chemistry

DOI: 10.1002/ajoc.202400541

Authors: Man Zhong, Xin‐Yue Li, Jin Zhang, Li Chen, Yun‐Long Hu, Yang Li

Institution: Xi'an Polytechnic University

Language: English

Topic: Fluorine in Organic Chemistry

Subfield: Pharmaceutical Science

Field: Pharmacology, Toxicology and Pharmaceutics

Domain: Life Sciences

Open Access status: bronze

Funders: National Natural Science Foundation of China, Education Department of Shaanxi Province

Award: G1249235725