Synthetic method of 2-arylbenzofuran and derivatives thereof

Abstract

The invention discloses a synthesis method for 2-arylbenzofuran and a derivative thereof, aims at various degrees of technical defects existing in the conventional synthesis method for 2-arylbenzofuran and the derivative thereof, and provides a method for synthesizing 2-arylbenzofuran and the derivative thereof by taking 3-arylcumarin and a derivative of 3-arylcumarin as the raw materials. The method utilizes carbon-oxygen coupling based on metal catalysis in molecules to achieve synthesis of 2-arylbenzofuran and the derivative thereof by taking 3-arylcumarin and the derivative of 3-arylcumarin as the raw materials. A basic reaction system comprises the raw materials, an alkaline reactant, a copper catalyst, a ligand and a reaction medium, is stirred and heated to a temperature higher than 190 DEG C under an aerobic condition, maintained for 24 hours or more to prepare a reaction liquid, and is subjected to extraction and coarse product purification to prepare a final product. Optimization conditions can adopt two technical means including sectional heating and post-adding of the catalyst. The synthesis method has the advantages that the synthesis raw materials are convenient to obtain, substrate applicability is good, the synthesis technology is simple, the synthesis cost is low, and the synthesis method is particularly suitable for large-scale industrial production.

Description

technical field [0001] The invention relates to a method for synthesizing furan compounds, in particular to a method for synthesizing 2-arylbenzofuran and derivatives thereof, and belongs to the field of organic synthesis. Background technique [0002] 2-Arylbenzofurans are a class of natural organic compounds that widely exist in nature. As a class of heterocyclic compounds with benzofuran skeleton, they have various biological activities, such as anti-tumor, anti-fungal, anti-oxidation, anti-inflammation, anti-platelet aggregation, anti-proliferation, anti-virus, cancer prevention, suppression of immune response, Insecticidal, phytoestrogens and other activities (Wang, Q.A.; Ding, M.; Jing, M., Chin. J. Synth. Chem., 2006, 14, 162.; Von Reuβ, S.H.V.; , W.A., Phytochemistry, 2004, 65, 3113.). Although 2-arylbenzofuran compounds have been found in medicinal plants such as Danshen, Baibu, Jasmine, Zanthoxylum bungeanum, etc., these compounds often coexist with their analog...

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Problems solved by technology

[0006] The above synthetic methods all have technical defects in varying degrees, such as difficult preparation of raw materials, expensive catalysts, poor substrate adaptability, etc.

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