Phosphonium salt compound containing precursor of biphosphorus ylide cyclopentadienyl cyclocarbene as well as preparation method and application thereof

Abstract

The invention relates to a phosphonium salt compound containing precursor of biphosphorus ylide cyclopentadienyl cyclocarbene as well as a preparation method and application thereof, which belong to the field of organic synthesis. The adopted technical scheme is as follows: the general formula of the phosphonium salt compound containing precursor of biphosphorus ylide cyclopentadienyl cyclocarbene: FORMULA, wherein R is alkyl or aryl, X is selected from F-, Cl-, Br-, I-, PF6-, BF4-, SbF6-, ClO4- or N3-. The preparation method of the phosphonium salt compound comprises the following steps of: adding 1, 1'-ferrocene bimercury compound, tertiary phosphine PR3 and palladium chloride to an organic solvent, refluxing under protection of N2, filtering, evaporating to dryness and recrystallizing to obtain the phosphonium salt compound. In addition, in the invention, the phosphonium salt compound is used as a catalyst ligand so that the phosphonium salt compound and the metal salt act togetherto catalyze and synthesize alpha-aryl derivatives of carbonyl compound by one step. The application test indicates that compared with traditional N-heterocyclocarbene ligand, the phosphonium salt compound has excellent catalytic activity.

Description

technical field

[0001] The invention belongs to the field of organic synthesis, in particular to a class of phosphonium salt compounds containing bisphosphorylidene cyclocarbene precursors, and the synthesis and application of the compounds. Background technique

[0002] The α-aryl derivatives of carbonyl compounds (ketones, esters, amides) are important structural units of many natural products, drugs, and synthetic intermediates, and have a wide range of applications. With the development of my country's industry and economy, the demand for α-aryl derivatives of carbonyl compounds in various related industries will inevitably increase. The classic synthesis method of α-aryl derivatives of carbonyl compounds usually requires multi-step reactions, and has poor compatibility with other functional groups. Each reaction requires different arylating reagents, resulting in low yield and large amount of catalyst. defect. In recent years, the research on the α-arylation reaction ...

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