Method for synthesizing benzyl thioetherified indole derivative under aqueous phase condition, and product obtained therethrough

Abstract

The invention discloses a method for synthesizing a benzyl thioetherified indole derivative under an aqueous phase condition, and the product obtained therethrough. The method comprises the followingsteps: mixing dodecylbenzenesulfonic acid with deionized water to prepare a dodecylbenzenesulfonic acid and deionized water mixed solution; adding a 2-indolemethanol compound, a thiophenol compound and indium trifluoromethanesulfonate into the dodecylbenzenesulfonic acid and deionized water mixed solution, performing stirring under 400-700 rpm at room temperature for 3-6 h, extracting with ethyl acetate for 3-4 times, mixing obtained extracted organic phases, performing rotary evaporation, and performing column chromatography by using 200-mesh column chromatography silica gel to obtain the benzyl thioetherified indole derivative. No stoichiometric oxidant is used in the whole reaction, so no stoichiometric byproducts are generated; and the preparation method has the advantages of simplicity in operation, high yield, high purity of 98% or above, good product bioactivity, wide sources of raw materials, good economy, mild conditions and wide substrate range.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and in particular relates to a method for synthesizing benzylic thioetherated indole derivatives under aqueous phase conditions and a product thereof. Background technique [0002] Indole and its derivatives widely exist in various natural products and biologically active molecules, especially 3-sulfoxide indole and 2-((sulfoxide) methyl indole because of their antiviral, anti-HIV, Anti-allergic, anti-injury, 4- and 5-lipoxygenase inhibitors and other excellent pharmacological properties have attracted much attention.Currently, in the process of synthesis of such thioindole derivatives, transition metals and strong bases are often used , acid, iodine, complex ligands, sulfonating reagents are used as synthetic raw materials, that is, stoichiometric oxidants and thiolation agents are required in the existing synthetic methods of sulfur-containing indole derivatives, thereby producing st...

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Problems solved by technology

At present, in the process of synthesizing such thioindole derivatives, transition metals, strong bases, acids, iodine, complex ligands, and sulfonating reagents are often used as synthetic raw materials, that is, the synthesis of existing thioindole derivatives The method requires stoichiometric oxidants and thiolation agents, resulting in stoichiometric by-products that have adverse effects on the environment

[0003] In recent years, in the synthesis of 3-sulfonylindole, visible light photoluminescence catalysts and electrocatalytic substrates are often used to prepare the desired products, but such synthesis methods usually require toxic organic solvents and special equipment, which do not meet the " The concept of "green chemistry" is not conducive to industrial application

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