CONICET | Buscador de Institutos y Recursos Humanos

Abstract Both fluorinated pyrazoles and uracils are compounds that display very interesting biological activities. This chapter reviews recent work of our group in the development of synthetic strategies for the preparation of new examples of these two kinds of compounds. It is widely accepted that the introduction of fluorine atoms into organic molecules causes significant changes in their physicochemical as well as biological properties. As a consequence, organofluorine chemistry has reached a fundamental value in several areas including materials science, agrochemistry, and, most importantly, medicine. Besides, the fact that organofluorine compounds are practically unknown in Nature is remarkable, thus limiting their accessibility to synthetic approaches. These can be based on both electrophilic and nucleophilic direct fluorination methodologies or the use of fluorinated building blocks. It is significant that fluorinated nitrogen-containing derivatives have received less attention than other fluorinated compounds, in spite of the importance of this class of compounds. It is thus readily appreciated that the development of new methods of synthesis for this class of derivatives is a fundamental objective in fluoroorganic chemistry. In the last few years the interest of our research group has focused on the chemistry of fluorinated nitrogen compounds. In this sense, we have developed new synthetic strategies that allow for the synthesis of several fluorinated nitrogen heterocycles such as uracils, pyrimidines and pyrazoles among others. The aim of this review is to discuss our most recent applications for preparing fluorinated nitrogen heterocycles, with a special focus on the synthesis of fluorinated derivatives of the commercial pyrazole acaricide Tebufenpyrad and fluorinated uracils.