Ultrasonic-assisted green synthetic method for 2-sulfonyl pyridine derivatives

Abstract

The invention discloses an ultrasonic-assisted green synthetic method for 2-sulfonyl pyridine derivatives. The 2-sulfonyl pyridine derivatives are synthesized from 2-halogenated pyridine compounds, sulfonyl chloride compounds and sulfite by one-pot reaction in an aqueous solution under the ultrasonic-assisted action. The raw materials are easily available, the reaction conditions are simple, mild,green and energy-saving, the reaction selectivity and yield are high, and compatibility of substrate functional groups is excellent; particularly, the 2-sulfonyl pyridine derivatives can be obtainedby filtering and direct separation, production cost is reduced, the problem of environmental pollution of the traditional method is solved, and the method has higher application value.

Description

technical field [0001] The present invention relates to a method for ultrasonic-assisted green synthesis of 2-sulfonylpyridine derivatives, in particular to a multi-component method for ultrasonic-assisted 2-halopyridine compounds, sulfonyl chloride compounds, and sulfites in aqueous phase. The invention discloses a method for synthesizing 2-sulfonylpyridine derivatives by pot reaction, belonging to the technical field of organic intermediate synthesis. Background technique [0002] 2-sulfonylpyridine is a very important class of pyridine derivatives, which not only play an important role in organic synthesis [Sulfones in Organic Synthesis; Pergamon Press: Oxford, 1993; Koyakumaru et al. U.S. Patent 2001 / 0051726 A1, 2001. Kuraray Co., Ltd]; also has a wide range of physiological activities, and is a structural unit of many important biologically active substances [Bioorg.Med.Chem.Lett.2008,16,9898; Pharm.Chem.J.,2006,40,347 -348; Bioorg. Med. Chem. Lett. 2006, 16, 934 et al...

AI Technical Summary

Problems solved by technology

[0017] 1) Methods 1, 3-5 require the use of transition metal salt catalysts, which may lead to transition metal residues in the end products, which limits the application of these methods in the pharmaceutical industry and fine chemical industry, and metal catalysts are expensive and cause environmental pollution;

[0018] 2) The existing coupling reaction synthesis methods all use sodium sulfinate as the sulfonylation reagent, and need to reduce the corresponding sulfonyl chloride to prepare sodium sulfinate under alkaline conditions in advance, and then separate and purify, which increases the operation steps, High raw material cost;

[0019] 3) The reaction conditions of the existing coupling reaction synthesis method are harsh, long-term high-temperature reaction (not less than 20 hours of reaction time) or microwave radiation to promote the reaction;

[0020] In summary, the existing synthetic methods are all carried out in toxic organic solvents, which not only harms the environment, but also increases production costs.

Images