Síntese de 5-metilselanil-4,5-di-hidroisoxazóis e N-óxidos 4- calcogenilisoquinolina utilizando ultrassom e oxone

Abstract

In this thesis a new method for the synthesis of 5-methylselanyl-4,5-dihydroisoxazoles promoted by ultrasonic radiation and Oxone is described. The desired products were obtained via a radical reaction between diorganoyl diselenides and β,γ-unsaturated oximes using ethanol as solvent. The method can be extended to the use of several β,γ-unsaturated oximes as well as different diorganoyl diselenides, obtaining eleven compounds with good to excellent yields (60-93%) and in short reaction times (15-40 min). Additionally, the first method for the synthesis of isoquinoline N-oxides functionalized with selenium or tellurium is described, using Oxone and ultrasound. The reaction took place between diorganoyl dichalogenides and 2-alkynylbenzaldoximes using ethanol as solvent. This method proved to be efficient for a wide range of diorganoyl dichalogenides and 2-alkynylbenzaldoximes, enabling the synthesis of twenty-two N-oxide isoquinolines with good to excellent yields (70-93%) and in short reaction times (50-70 min).