The imidazo[1,2-a]pyridine skeleton is widely present in many natural products and pharmaceutical agents. Due to its impressive and significant biological activities, such as analgesic, anti-tumor, antiosteoporosis, and anxiolytic properties, the derivatization of imidazo[1,2-a]pyridine skeleton has attracted widespread attention from chemists. In recent years, significant progress has been made in the derivatization of imidazo[1,2-a]pyridines through direct C-H functionalization, especially through visible light induction. This review highlights recent advances in visible light-induced C-H functionalization of imidazo[1,2-a]pyridines during the past ten years, and some reaction mechanisms are also discussed.

A facile and efficient method has been developed for the synthesis of C3-difluoromethyl carbinol-containing imidazo[1,2-a]pyridines at room temperature via the HFIP-promoted Friedel–Crafts reaction of difluoroacetaldehyde ethyl hemiacetal and imidazo[1,2-a]pyridines. This strategy could be applied to the direct C(sp²)-H hydroxydifluoromethylation of imidazo[1,2-a]pyridines and afford a series of novel difluoromethylated carbinols in good to satisfactory yields with 29 examples. Furthermore, gram-scale and synthetic transformation experiments have also been achieved, demonstrating its potential applicable value in organic synthesis. This green protocol has several advantages, including being transition metal- and oxidant-free, being carried out at room temperature, having high efficiency, and having a wide substrate scope.

Oxazoles are important five-membered heterocycles that contain both nitrogen and oxygen atoms. Due to their wide range of biological activities, many oxazoles demonstrate potential for extensive application in various fields, including medicinal chemistry. Trifluoromethyl carbinol, an important pharmacophore, contains both trifluoromethyl and hydroxyl groups and is common in molecules with important biological activities. Constructing oxazoles that contain a trifluoromethyl carbinol unit is undoubtedly important and valuable for expanding the chemical space in drug discovery. In this study, a simple and efficient method was developed for the synthesis of oxazoles containing a CF₃-substituted alcohol unit via the tandem cycloisomerization/hydroxyalkylation of N-propargylamides with trifluoropyruvates through a rational Lewis acid catalytic mechanism. This Zn(OTf)₂-catalyzed synthetic protocol is operationally simple and provides a series of oxazoles in moderate to good yields. The protocol demonstrates broad substrate scope, high functional group tolerance, and high atom economy and can achieve gram-level reactions, indicating the strong possibility of its practical application.

Herein, a facile and efficient strategy for one-pot synthesis of 3-aminoalkyl chromones from o-hydroxyaryl enaminones and aromatic amines using inexpensive rongalite as a C1 source has been developed. This three-component protocol enables domino aminomethylation and annulation of o-hydroxyphenyl enaminones without the need for transition metals or oxidants, featuring simple operation, a broad substrate scope, and readily available raw materials, providing a series of 3-aminomethyl chromones in moderate-to-good yields.