The invention provides a 1, 4-dihydrobenzosilacyclohexane compound containing a polyfunctional group structure as well as a preparation method and application thereof, the preparation method specifically comprises the following steps: in the presence of a
phosphine ligand, a
palladium catalyst and a reaction medium, carrying out
silicon-carbon bond activation and
cycloaddition reaction on phenylpropargyl
aldehyde and benzosilacyclobutane to prepare the 1, 4-dihydrobenzosilacyclohexane compound containing the polyfunctional group structure, and carrying out
cycloaddition reaction on the 1, 4-dihydrobenzosilacyclohexane compound containing the polyfunctional group structure to obtain the 1, 4-dihydrobenzosilacyclohexane compound containing the polyfunctional group structure. The 2, 4-dihydrobenzo-silacyclohexane compound disclosed by the invention is applied to both
material chemistry and
medicinal chemistry. According to the present invention, the reaction condition is mild, the operation is simple, the substrate universality is strong, the crude product is subjected to rapid
column chromatography impurity removal and vacuum concentration to obtain the pure product, the post-treatment is convenient, the finally obtained chemical selection is high, and the
silicon-containing
cyclohexane structure precursor can be widely used in various organic reactions and
drug synthesis, and has considerable potential application value.