7273-36-1

Upstream product

• 109286-40-0 7-benzyl-8-chloro-1,3-dimethyl-1,3,7-trihydropurine-2,6-dione 
• 98-80-6 phenylboronic acid 
• 70404-23-8 7-benzyl-8-bromo-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione 
• 591-50-4 iodobenzene 
• 1807-85-8 7-benzyltheophylline 
• 100-46-9 benzylamine 
• 6972-27-6 1,3-Dimethyl-6-chlorouracil 
• 15421-92-8 N-benzylbenzamidine 
• 71-43-2 benzene 
• 58-55-9 theophylline 
• 100-39-0 benzyl bromide 
• 10381-75-6 8-bromotheophylline 
• 85-18-7 8-chlorotheophylline 

Relevant academic research and scientific papers

Copper-Catalyzed Intramolecular C-H Amination: A New Entry to Substituted Xanthine Derivatives

Catalytic synthesis of xanthines was achieved in the presence of a copper catalyst. The process involves copper-catalyzed intramolecular C-H amination of benzamidines that possess a uracil moiety and produces variously substituted xanthines generally in good to high yields. This work introduces a new, facile approach to polysubstituted xanthine compounds..

Concise Xanthine Synthesis through a Double-Amidination Reaction of a 6-Chlorouracil with Amidines using Base-Metal Catalysis

A new and concise route towards xanthines through a double-amidination reaction is described; consecutive intermolecular C?Cl and intramolecular oxidative C?H amidination. N-uracil amidines are obtained through SNAE on a 6-chlorouracil with amidines. Direct Cu-catalyzed oxidative C?H amidination on these N-uracil amidines yields polysubstituted xanthines. Sustainable oxidants, tBu2O2or O2, can be used in this oxidase-type reaction. The protocol allows for the introduction of N1, N3, N7, and C8 substituents during the xanthine-scaffold construction, thus avoiding post-functionalization steps. Both 6-chlorouracils and amidines are readily available commercially or through synthesis.

Synthesis and characterization of amino-NHC coinage metal complexes and application for C-H activation of caffeine

This paper describes the synthesis and characterization of silver, copper and gold complexes supported by several amino-NHC ligands with different amino side arms. The transmetallation process using silver-NHC complexes can be used to prepare amino-NHC copper and gold complexes easily in high yield. In addition, the catalytic activities of copper complexes are examined for arylation of caffeine via C-H bond activation.

Double C-H activation: The palladium-catalyzed direct C-arylation of xanthines with arenes

The novel Pd-catalyzed C(sp2)-H/C(sp2)-H cross-coupling of unactivated xanthines with unactivated arenes utilizing a combination of Ag(I) and O2 as oxidants exclusively yields C-8 arylated xanthines in a single synthetic o

Synthesis of 8-substituted xanthine derivatives by Suzuki cross-coupling reaction

A Suzuki cross-coupling reaction procedure was developed to prepare 8-substituted 3,7-dihydropurine-2,6-dione (xanthine) derivatives. 8-Halogen-substituted xanthines were reacted with phenyl- and styrylboronic acids. The best results were obtained using tetrakis(triphenylphosphine)palladium(0) and tripotassium phosphate in dimethylformamide. The developed procedure allows for a convergent synthesis of pharmacologically active 8-substituted xanthine derivatives.