Method for synthesizing sulfoximine compounds from thioether

Abstract

The invention discloses a synthetic method for synthesizing sulfoximine compounds from thioether in one step and application thereof. The synthetic method disclosed by the invention comprises the step of mixing the thioether, an ammonia source and an organic solvent together for carrying out an oxidizing reaction in the presence of an oxidizing agent, thereby obtaining the corresponding sulfoximine compounds. According to the invention, one-step synthesis of the sulfoximine compounds from the thioether is realized for the first time. In recent years, the sulfoximine structure is introduced into the existing drug molecules or high-activity compound molecules, and many high-activity molecules at the clinical stage and listed drug molecules appear. According to the method disclosed by the invention, the drug molecules containing the sulfoximine structure are produced, and the industrial cost can be greatly reduced; and moreover, the synthetic method provided by the invention has the advantages of being high in yield, readily available in raw materials, simple in conditions, simple in reaction equipment, easy in industrialized production, and the like. The structural formula is as shown in the specification.

Description

technical field [0001] The invention relates to a synthesis method for synthesizing sulfinimide compounds by one-step reaction of thioether, which belongs to the oxidation reaction of thioether. Background technique [0002] Sulfinimides and their derivatives are a class of molecular fragments that are biologically active and widely exist in biologically active molecules such as pesticides and medicines. Sulfinimide is an isostere of sulfone, and the nitrogen atom provides a modifiable site, which has also become the focus of drug development. At the same time, sulfinimides can also be used as chiral prosthetic groups, ligands for asymmetric catalysis, and directing groups for carbon-hydrogen activation. In recent years, by introducing the sulfinimide structure into existing drug molecules or highly active compound molecules, many highly active molecules and marketed drug molecules have emerged (Angew.Chem.Int.Ed.2013, 52, 9399-9408 ), as shown in the following formula: ...

AI Technical Summary

Problems solved by technology

But these methods have great limitations, for example: use dangerous sodium azide and concentrated sulfuric acid, need to synthesize activating reagent MSH or DPH, need to use metal catalyst and need deprotection, and all need to be oxidized from thioether to Sulfone, which reacts with the reagent

Images