Synthesis method of pyrrole[1,2-a]quinoxaline derivative

A synthesis method, 2-a technology, applied in chemical instruments and methods, compounds containing periodic table Group 3/13 elements, organic compounds/hydrides/coordination complex catalysts, etc., and can solve the scope of substrate application It is not wide enough, limited the scope of substrate application, and reduces the yield of brominated products, and achieves the effect of simple and green preparation method, excellent selectivity, and stable physical and chemical properties.
CN112457339AActive Publication Date: 2021-03-09SHANGHAI INST OF TECH
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
SHANGHAI INST OF TECH
Publication Date
2021-03-09

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Abstract

The invention relates to a synthesis method of a pyrrole [1,2a] quinoxaline derivative. The method comprises the steps: dissolving a cuprous complex, 2-bromoaniline, a pyrrole formaldehyde compound and an alkali in an organic solvent, carrying out a reaction, and carrying out separation and purification to obtain the pyrrole[1,2a] quinoxaline derivative, wherein the molar ratio of the cuprous complex to the 2-bromoaniline to the pyrrole formaldehyde compound to the alkali is (0.01-0.03): 1.0: 1.0: 1.5, the reaction temperature is 50-65 DEG C, and the reaction time is 6-8 hours. Compared with the prior art, the method has the advantages of mild reaction conditions, high yield, high substrate universality, less waste and the like.
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Description

technical field

[0001] The invention relates to the field of organic synthesis, in particular to a synthesis method of pyrrole [1,2-a] quinoxaline derivatives. Background technique

[0002] Pyrrole[1,2-a]quinoxaline is the backbone structure of many natural product molecules and bioactive molecules, and is widely used in biochemistry, medicinal chemistry, and materials science.

[0003] With the continuous development of the field of transition metal catalysis, research on copper catalysts has attracted the most attention. As reported in 2008, pyrrole[1,2-a]quinoxaline derivatives were synthesized by CuI-catalyzed coupling reaction, which requires the hydrolysis of trifluoroacetyl groups and the formation of intermolecular amino compounds; in 2010, the Reeves group reported A copper-catalyzed synthesis of pyrrole[1,2-a]quinoxaline was developed. This system avoids the use of complex substrates, but the reaction requires a higher temperature (130°C), and the structure of the...

Claims

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