Chapter 2

Perfluoropyridines

Reza Ranjbar-Karimi and Alireza Poorfreidoni

Abstract

Fluorine atom has unique properties and has a great interest in organic chemistry and pharmaceuticals. Insertion of fluorine atoms on pyridines induces significant properties to the pyridine ring. The introduction of fluorine atoms on pyridine is carried out by the fluorination of pyridine or pentachloropyridine. The withdrawing nature of these atoms is mainly responsible for the high reactivity of perfluoropyridines toward nucleophilic attack. Therefore, perfluoropyridines are a significant starting material for the synthesis of other substituted pyridines, ring-fused systems as well as macrocyclic compounds via reaction with various monodentate and bidentate nucleophiles, whereas the nature of nucleophile, reaction condition, and solvent have a basic role in the regiochemistry of the reactions. Furthermore, these compounds could participate in organometallic reactions by the reaction of halogen atom with metals and organometallic reagents. Additionally, they underwent hydrodefluorination in photochemical reactions in the presence of catalysts.

Total Pages: 8-151 (144)

Purchase Chapter  Book Details