Method for synthesizing isocoumarin compound through electrochemical oxidative dehydrogenation coupling

Abstract

The invention discloses a method for synthesizing an isocoumarin compound through electrochemical oxidative dehydrogenation coupling, and belongs to the technical field of organic chemistry. In a non-separated electrolytic tank, substituted aryl formic acid 1 and an alkyne compound 2 are subjected to a constant-current electrolytic reaction in an organic solvent in the presence of an iridium catalyst and an additive, and an isocoumarin derivative 3 is obtained. According to the method disclosed by the invention, a C-O / O-H bond cyclization product is obtained with high selectivity under the condition of electric anodic oxidation and the catalysis of transition metal iridium; and the method is mild in reaction condition, environment-friendly, high in yield and good in purity, and a simple and effective synthesis way is provided for the isocoumarin compound.

Description

Technical field[0001]The present invention relates to a method of preparing an osmetin derivative, and more particularly to a method of electrochemically oxidative dehydromassing combined with anisomellitin compound, belonging to an organic chemistry.Background technique[0002]Isoforcin is an important natural latchone, existing in a variety of natural products, has a variety of biological activity, such as antimony, anti-tumor, anti-allergic, anti-microorganisms, anti-inflammatory and anti-cancer activity. Isofomin or synthesis of many other compounds (such as isoquinoline, isozoine, buttotone) as essential intermediates.[0003]A conventional method synthesized by such compounds, a cyclization of a transition metal catalyzed or a cycloal acid having a carboxylic acid having a π-electron component. In the process of existing literature, the transition metal (RH, IR, Ru) catalyzed the direct oxidative ring chemical reaction of the cycloalkylene and the weak ligand benzoic acid is consi...

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Problems solved by technology

[0006] In order to overcome the existing problems in the prior art: 1) weakly coordinated aryl carboxylic acid C-H bond selectivity is poor, 2) defects such as the use of a large amount of oxidant, the invention discloses a novel isocoumarin compound Preparation method; the preparation method can obtain the cyclization product by C-O / O-H bond with high selectivity under the condition of electric anodic oxidation and under the catalysis of transition metal iridium; the method has mild reaction conditions, environment-friendly, high yield, good purity, suitable for industrial production

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