Simple and efficient diaryl alkyne synthesis method

Abstract

The embodiment of the invention discloses a simple and efficient diaryl alkyne synthesis method. The method comprises the steps of by taking arylmethylbenzotriazole and aromatic aldehyde as raw materials, carrying out addition and double-beta-elimination reaction under the action of bis (trimethylsilyl) amino salt MN (SiMe3) 2 to synthesize diaryl alkyne by a one-pot method. The raw materials and chemical reagents used in the method are easy to obtain, the reaction conditions are mild, the operation is simple, the substrate universality is good, the product yield is high, and the method is a simple and efficient diaryl alkyne synthesis method.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and relates to a simple and efficient synthesis method for preparing diaromatic alkynes from aromatic aldehydes. Background technique [0002] Diaryl alkynes are an important class of pharmaceutical and chemical intermediates, which are widely used in modern organic synthesis, medicinal chemistry, and materials science. Therefore, the efficient synthesis of diaryl alkynes has attracted extensive attention of researchers. Among them, the coupling reaction of halogenated aromatic hydrocarbons and alkyne compounds, such as the Sonogashira coupling reaction, is the main method for the synthesis of diaromatic alkynes. On this basis, the researchers further realized the aromatic hydrocarbon C(sp 3 The coupling of )–H with alkyne compounds expands the scope of substrates from halogenated aromatics to common aromatics. However, these coupling reactions all use existing aromatic alkynes to prepare diar...

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Problems solved by technology

[0006] In addition, arylmethylbenzotriazoles have also been confirmed to react with aromatic imines under the action of potassium tert-butoxide t-BuOK to undergo Mannich addition and double β-elimination reactions to form diaromatic alkynes, although the reaction There is no need to add additional additives in the method, but the aromatic imine used is not stable enough and needs to be prepared in advance, which limits the practical application of this method

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