Benzenesulfonylation reagent as well as preparation method and application thereof

Abstract

The invention discloses a benzenesulfonylation reagent. The structure of the benzenesulfonylation reagent is shown as formula I in the specification, wherein R is a benzene ring connected with 0-5 substituents, and the substituents on the benzene ring are chlorine atoms, fluorine atoms, methyl groups or tert-butyl groups independently. The invention further discloses a preparation method and an application of the benzenesulfonylation reagent. The benzenesulfonylation reagent is prepared from methoxyamine hydrochloride and benzenesulfonyl chloride or a benzenesulfonyl chloride derivative through two steps of reactions, raw materials are cheap, a preparation process is simple, reaction conditions are mild, few side effects are produced, only extraction and simple column chromatographic purification are needed for aftertreatment, and the yield is high. The benzenesulfonylation reagent has higher benzenesulfonylation activity, benzenesulfonylation reaction conditions are mild, a reaction substrate range is wider, compounds such as alcohol, phenol, naphthol, thiophenol and the like can be subjected to a benzenesulfonylation reaction in presence of acetonitrile neutralized potassium carbonate, and -C1 does not exist on the benzenesulfonylation reagent, so that HCl gas with pungent odor cannot be emitted during application.

Description

technical field [0001] The invention relates to the technical field of sulfonylation of organic compounds, in particular to a benzenesulfonylation reagent and its preparation method and application. Background technique [0002] The benzenesulfonylation reaction has a very wide range of applications in the research and development of medicine, pesticides and chemical synthesis, and is often used in -NH 2 , -OH, -SH and other groups to protect or enhance the substitution activity. At present, there is no widely used benzenesulfonylation reagent in the market, and the difficulties faced include complex synthesis steps, low yield, severe benzenesulfonylation reaction conditions, limited reaction substrates, low product purity, and Bad smell etc. For example, when the commonly used benzenesulfonyl chloride reacts with phenol, the benzenesulfonylation yield is low, only about 40%, and the reaction process produces pungent HCl gas. [0003] For another example, when p-toluene d...

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Problems solved by technology

[0005] As can be seen from the above reaction formula, the reaction process involves group substitution on the S atom. In theory, the better leaving performance of the benzenesulfonyl group can be utilized, and the coupling activity between S can be enhanced by benzenesulfonylation. , thereby avoiding the use of noble metals or peroxides, thereby simplifying the operation, but there is no suitable benzenesulfonylation reagent in the prior art for the synthesis of this disulfide bond

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