The synthetic method of triaryl phosphine

Abstract

The invention discloses a triarylphosphine synthetic method. The triarylphosphine synthetic method comprises the following steps: adding diaryl phosphine oxide, electron-rich arene and a solvent into a reaction container, finally adding trifluoromethanesulfonic anhydride, and performing stirring for reaction; and after temperature reduction at the end of reaction, performing rotary evaporation to remove the solvent, and performing silica gel column chromatography to obtain triarylphosphine. Compared with a traditional synthetic method, the triarylphosphine synthetic method has the advantages that the reaction condition is simple, no transitional metal catalyst is needed, reagents are safe and cheap, the reaction yield is high, and the substrate tolerance is good.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and in particular relates to a synthesis method of triarylphosphine. Background technique [0002] Triarylphosphine has been widely used in organometallic catalysis and a large number of organic reactions. As a ligand, triarylphosphine can effectively control the activity and selectivity of transition metal catalytic reactions, and it can also be used as a reagent for various organic reactions, such as Wittig, Appel and Mitsunobu reactions. There are three common methods for synthesizing triarylphosphine: (1) preparing the corresponding triarylphosphine by oxygen reduction of triarylphosphine (Advanced Synthesis & Catalysis, 2016, 358, 26); (2) transition metal catalyzed aryl halide Arylphosphine coupling to prepare triarylphosphine (Organic.Letters, 2003, 5, 2315); (3) alkyllithium activated aromatic halide and diarylphosphine chloride to prepare triarylphosphine (TetrahedronLetters, 2013, 69, ...

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Problems solved by technology

The raw materials in the first method are relatively expensive, and need to be synthesized by multi-step reactions, and need to use relatively dangerous and expensive reducing agents such as borane or silane; the second method requires the use of expensive and toxic transition metal catalysts, It may be necessary to use ligands or stoichiometric additives, etc., and the reaction conditions are relatively harsh; the lithium reagent used in the third method is more dangerous, and it needs to be carried out under low temperature, anhydrous and oxygen-free conditions, which increases the difficulty of the operation of the reaction

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