Catalyst-free dehalogenation of 5-bromopyrimidine derivatives using DMF/trialkylamine as the hydrogen source

5^th International Conference on Organic and Inorganic Chemistry

July 12-13, 2018 | Paris, France

Mahsa Mousavi, Mehdi Bakavoli and Ali shiri

Ferdowsi University of Mashhad, Iran

Posters & Accepted Abstracts: J Chemical Sci

Abstract :

A wide range of synthetically valuable transformations in organic chemistry involve reduction process through which functionalization can be easily performed in the course of the reaction. While several reduction methodologies utilizing transition metals as catalysts, non-catalytic methods are of more interest as they offer safe and inexpensive synthetic protocols. Most of the reports on dehalogenation of pyrimidines include reduction in the presence of transition metal catalysts such as palladium, zinc dust, etc. While for halouracil dehalogenation goes through irradiation in aqueous alcoholic solvents, thermolysis in acetamide, sonication in the presence of indium metal, and reduction under physiological conditions. To the best of our knowledge, metal catalyst-free dehalogenation of halogenated uracil/ pyrimidines has not been reported in the literature. This report presents a novel metal catalyst-free dehalogenation procedure in a mixture of DMF and trialkylamines introducing the combination of DMF- R3N as a potential reductive system. The system can tolerate amine and sulfide functionalities. Our results may provide a new route to the reduction of more other organic compounds in the future.