Green method for synthesizing [1, 2] thiazine derivatives

Abstract

The invention discloses a green method for synthesizing [1, 2] thiazine derivatives, and belongs to the technical field of green chemistry and organic synthesis. The [1, 2] thiazine derivative containing alkane, olefin, halogen and heterocyclic ring is rapidly prepared under the conditions of room temperature, opening and neutrality, the catalyst is MBrx (M is Fe < 2 + >, Fe < 3 + >, Ce < 3 + > and the like, x is 2-3), and the only oxidant is H2O2. According to the present invention, the wide substrate synthesis and the amplification preparation of the [1, 2] thiazine derivative using H2O2 as the oxidizing agent are achieved for the first time, the catalytic reaction is green and sustainable, and the use of the expensive and complex catalyst is avoided. The by-product is H2O, and the problems of environmental destruction, low yield and the like caused by catalytic reaction of many other strong oxidants are solved. The method is mild in reaction condition, simple in reaction process, high in yield, safe and environmentally friendly, conforms to the green chemistry concept, is wider in applicability, has wide development prospects and application prospects, and is expected to be widely applied to the fields of organic synthesis, medicines, pesticides, probes and the like.

Description

technical field [0001] The present invention relates to the technical fields of green chemistry and organic synthesis, in particular to a new [1,2 ] A green approach to thiazide derivatives. Background technique [0002] Thiazides are an important class of nitrogen-containing heterocyclic compounds, which have certain medicinal effects and extensive biological activities. They are also intermediates of many natural products and active pharmaceutical molecules. They are widely used in the fields of medicine, agrochemistry, biochemistry and material chemistry have a wide range of applications. Among them, the formation of sulfimine in [1,2] thiazine derivatives is a necessary condition for the development of biological tissues, and sulfimine also plays the role of nitro transfer reagent in organic synthesis, in electrocyclization, aromatic It plays a key role in reactions such as alkylthioamination. In addition, [1,2] thiazide derivatives can also be used as fluorescent pro...

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Problems solved by technology

[0003] Many methods have been developed for the synthesis of [1,2]thiazine derivatives for thioether and amino ring closure, including N-bromosuccinimide (NBS), m-chloroperoxybenzoic acid (m- CPBA), tert-butyl hypochlorite (t-BuOCl), dimethyl sulfoxide (DMSO / H + ), sodium periodate (NaIO 4 ), metal-catalyzed methods (such as Pb(OAc) 4 , OsO 4 ), potassium peroxymonosulfonate (Oxone-KBr) and enzymatic conversion (such as haloperoxidase), but most of these methods have deficiencies, such as the large-scale use of strong oxidizing agents is likely to cause safety problems, and the reaction process will The production of toxic and harmful by-products poses a major threat to the environment and human health, etc.

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