Synthetic method for diaryl selenide

Abstract

The invention discloses a synthetic method for diaryl selenide, and belongs to the technical field of organic synthesis. According to the method, aryl benzyl selenium oxide or 2-pyridyl benzyl selenium oxide and a phenolic compound are dissolved in anhydrous dichloromethane under a nitrogen atmosphere, and an activator trifluoroacetic anhydride is added at room temperature to obtain a reaction system; the reaction system is sealed in a nitrogen atmosphere, a reaction is performed under a stirring condition, a saturated sodium hydrogen carbonate solution is added for quenching the reaction, dichloromethane is adopted for washing, then a saturated salt solution is adopted for washing, phase separation is carried out, an organic phase is subjected to drying, filtration and reduced pressure distillation to remove a solvent, and through slica column chromatography, the diaryl selenide is obtained. The method has the advantages that no transition metal catalysis exists, the reaction conditions are mild, the functional group compatibility is excellent, the yield is generally high, and environmental friendliness is achieved.

Description

technical field [0001] The invention relates to a synthesis method of a diaryl selenide, belonging to the technical field of organic synthesis. Background technique [0002] Organoselenium chemistry has received much attention from organic synthetic chemists in the pharmaceutical and agrochemical industries. Among them, diaryl selenides are an important subset of organic chalcogenides, which can be used as important reagents in organic synthesis and potential drug candidates, such as human cancer cell growth inhibitors, RAR agonists and anti- oxidizing agent. In addition, diarylselenides have recently been reported to be effective organic catalysts for heteroatom addition reactions and ionic liquids in materials science, which are of great importance and there is a great need to develop practical and useful methods for the synthesis of selenides. For many years, synthetic organic chemists have been searching for new and efficient ways to construct diaryl selenides. [000...

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Problems solved by technology

However, these methods not only require some harsh conditions, such as reaction temperature, time and economic cost, but also use transition metal-catalyzed C-Se coupling reactions on an industrial scale with two disadvantages: first, most transition metal catalysts are very Expensive and toxic, and second, the removal of transition metal residues from target products is very costly

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