1609583-33-6

Basic information

• Product Name: 3-(phenylthio)imidazo[1,2-a]pyridine
• Synonyms: 3-(phenylthio)imidazo[1,2-a]pyridine
• CAS NO: 1609583-33-6
• Molecular Weight: 226.302
• Mol File: 1609583-33-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 3-(phenylthio)imidazo[1,2-a]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(phenylthio)imidazo[1,2-a]pyridine(1609583-33-6)
• EPA Substance Registry System: 3-(phenylthio)imidazo[1,2-a]pyridine(1609583-33-6)

Safety Data

• Hazardous Substances Data: 1609583-33-6(Hazardous Substances Data)

Upstream product

• 274-76-0 imidazo[1,2-a]pyridine 
• 108-98-5 thiophenol 
• 873-55-2 sodium benzenesulfonate 
• 1212-08-4 S-Phenyl benzenethiosulfonate 
• 98-80-6 phenylboronic acid 

Relevant articles and documents

Iodine-Mediated Difunctionalization of Imidazopyridines with Sodium Sulfinates: Synthesis of Sulfones and Sulfides

Novel iodine-induced sulfonylation and sulfenylation of imidazopyridines have been described using sodium sulfinates as the sulfur source. This strategy enables highly selective difunctionalization of imidazo[1,2-a]pyridine to access sulfones and sulfides in good yields. A wide range of substrates and functional groups were well-tolerated under optimized conditions. Moreover, control experiments have been conducted, indicating a radical pathway involved in the reaction mechanisms.

Tandem Flavin-Iodine-Catalyzed Aerobic Oxidative Sulfenylation of Imidazo[1,2- a]Pyridines with Thiols

A green, aerobic sulfenylation of imidazo[1,2-a]pyridines was performed using thiols, a flavin-and-iodine dual catalytic system, and environmentally benign molecular oxygen as the only sacrificial reagent. The dual metal-free catalysts smoothly promote a unique stepwise tandem process, beginning with the aerobic oxidation of a thiol to afford a disulfide that is utilized in the oxidative sulfenylation of the imidazo[1,2-a]pyridine. This process has afforded diverse 3-sulfenylimidazo[1,2-a]pyridines of biological interest and is environmentally friendly, as benign H2O is the only byproduct.

C3 Sulfenylation of N-Heteroarenes in Water under Catalyst-Free Conditions

A method for the catalyst-free C–H sulfenylation of imidazo[1,2-a]pyridines by using sulfonothioates as an odorless thioarylated reagent in aqueous medium was developed. This protocol was used for a variety of substituted imidazo[1,2-a]pyridines with broad functional-group tolerance and was extended to the sulfenylation of indoles and imidazothiazoles. The sulfonothioates were activated exclusively in aqueous medium rather than in an organic solvent, and the feasibility of the process for scale-up studies was demonstrated.