Synthetic method for symmetrical diaryl disulfide

Abstract

The invention provides a synthetic method for symmetrical diaryl disulfide, which relates to the fields of organic chemical industry and fine chemical engineering. The method uses arylboronic acid and elemental sulfur powder as raw materials and a metallic copper salt as a catalyst; a reaction is carried out under the conditions of heating and stirring, and reaction time is 5 to 8 h; a mol ratio of arylboronic acid to elemental sulfur is 1: 1.5, the usage amount of the Cu catalyst is 5% of the mol fraction of the arylboronic acid, and an excellent effect is obtained when the raw materials react with the catalyst at a temperature of 50 to 80 DEG C for 5 to 8 h under stirring and heating. According to the invention, the inorganic substance, elemental sulfur, is used as a sulfur source, elemental sulfur and safe low-toxicity arylboronic acid undergo a coupling reaction to directly introduce an inorganic non-metallic element into an organic molecule, so greenness of synthetic route is realized; the reaction is easy to operate, the usage amount of the catalyst is small, the synthetic method is superior to other synthetic methods in the prior art, synthesized symmetrical diaryl disulfide is easy to separate, and good environmental protection performance is obtained.

Description

technical field [0001] The invention relates to the fields of organic chemical industry and fine chemical industry, in particular to a method for catalytically synthesizing diaryl disulfides. Background technique [0002] Sulfur-containing organic compounds are a class of organic synthesis intermediates with a wide range of uses. They are widely found in new materials, organic drugs, and protein structures of organisms. They have important applications in organic synthesis, pharmaceutical research and development, and material science. However, it is well known that sulfur-containing compounds are easy to combine with transition metals, which can poison the catalyst and affect the catalytic efficiency, so the transition metal-catalyzed C–S bond formation reaction develops slowly over a long period of time. Exploring the formation method of C-S bond has always been a hot topic concerned by organic chemists, and this kind of research has important theoretical and practical val...

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Problems solved by technology

It is more difficult to operate, and a lot of by-products are obtained, and the reaction process is not environmentally friendly [Tanguchi, N.Tetrahedron2012, 68, 10510]

Professor Zhou Xiangge from Sichuan University recently studied the reaction of halogenated aryl and elemental sulfur in the water phase to obtain a symmetrical diaryl disulfide product. He used CuCl2 as a catalyzer and used 1,10-phenanthroline as the Ligand, [Li, Z.; Ke, F.; Deng, H.; Xu, H.; Xiang, H. .;Zhou,X.Org.Biomol.Chem.2013,11,2943.], the operation is cumbersome and produces a large amount of inorganic and organic waste, which is not environmentally friendly

[0006] There are currently no literature reports for our proposed method

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