Preparation method of 1,3-diacetylene catalytic system

Abstract

The invention relates to a catalytic system for preparing 1,3-diacetylene. According to the catalytic system, cupric chloride, air and 8-hydroxyquinoline are respectively used as a catalyst, an oxidizing agent and an auxiliary ligand, the reaction temperature is only 100 DEG C, and only a catalytic amount of inorganic base is adopted.

Description

technical field [0001] The patent of the present invention relates to a preparation method of a 1,3-butadiyne catalytic system. Background technique [0002] Many natural diacetylenic substances are biologically active, and they have gained great attention in medical and biological research. Due to the importance of diacetylenic compounds (including both symmetric and asymmetric structures), many chemists have invested With enough energy to explore their synthesis, a series of very useful synthetic methods are presented in front of us. The synthesis of diynes can be roughly divided into the following ways: self-coupling of metal alkynyls or metal alkynyls; crossover of terminal alkynes, metal alkynes or metal alkynes with alkyne halides (or other heteroatoms) Coupling; dehydrohalogenation of alkyne halides to obtain diacetylenic bonds; FWE rearrangement; self-coupling of terminal alkynes; other methods, etc. [0003] Liu et al. provided us with Pd(Ph 3 P) 2 Cl 2 / CuI sy...

AI Technical Summary

Problems solved by technology

The strategy of synthesizing diynes from non-terminal alkynes uses relatively expensive or complicated reagents, and the reaction process is relatively complicated

Thereby obtaining diyne from terminal alkyne becomes the easy way, but this kind of method also has deficiencies, mainly reflects in one or more parts in the following aspects: 1. used expensive heavy metal and its compound, as Pd etc. ; 2. Using organic amines and organic phosphine ligands, such as Dipyridyl and R 3 P, etc.; 3. Using an organic base, such as Et 3 N, Pyrrole, Piperidine and TMEDA, etc.; 4. Complex oxidants, such as Me 3 NO, PhIO, NBS, BrCH 2 C0 2 Et, benzoquinone, etc.; 5. There are also deficiencies in the partial reaction of copper catalysis, such as the use of excess catalyst and excess alkali and unconventional solvents (such as scC0 2 etc.), some copper salts such as silicate mixed copper salts, etc. require complex process preparation

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