Preparation method of isocoumarin derivative

Abstract

The invention discloses a preparation method of an isocoumarin derivative shown as a formula III. The formula III is shown in the description, wherein R1 and R2 are independently selected from one of hydrogen group, phenyl, C1 to C3 linear alkyl and C3 branched alkyl respectively; R3, R4 and R6 are independently selected from one of hydrogen group, hydroxyl, C1 to C3 linear alkyl, C3 branched alkyl, methoxyl and phenyl respectively; R5 is selected from halogeno, nitryl, halogenated methyl, phenyl and halogenated phenyl; R7, R8, R9, R10, R11 and R12 are independently selected from one of halogeno, nitryl, C1 to C3 linear alkyl, C3 branched alkyl, methoxyl, phenyl and halogenated phenyl respectively. Compared with the prior art, the method has the advantages that reaction raw materials are cheap and easy to obtain and the stability is relatively high; the yield of reaction products is high, side reactions are few and post-treatment of reaction is simple; various starting raw materials can be selected and the same target molecule is obtained.

Description

technical field [0001] The present invention relates to isocoumarin derivatives, in particular to a preparation method of isocoumarin derivatives. Background technique [0002] Isocoumarin compounds are a class of common and useful oxygen-containing heterocyclic compounds, which are widely used in the fields of medicine, materials and organic synthesis. It is a common vitamin K anti-caking agent in medicine, which can also prevent the formation and development of thrombus, and has a long drug effect; it also has pharmacological activities of laxative, antibacterial, anti-inflammatory, anti-cancer and protease inhibition, especially for the elderly Dementia has a better curative effect. In the field of materials, because isocoumarin compounds have a large conjugated system and a planar structure, they have important applications in organic light-emitting materials. The hydroxyl-containing isocoumarin compounds also have the above-mentioned properties, and the presence of th...

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Problems solved by technology

[0003] The traditional method of synthesizing isocoumarin is mainly divided into two classes: (1) the two-component reaction that contains unsaturated bond (as: alkyne, alkene, isonitrile) class compound to participate in: this kind of method is often to the reaction of substrate The site requirements are relatively high, and it is only suitable for the reaction of specific sites and specific substituents, and it is difficult to introduce other five-membered rings or six-membered rings in the reaction, and the vinyl compounds used are easy to self-polymerize, and it is difficult to achieve atomic Maximization of utilization; (2) Reaction involving CO gas: This type of reaction needs to be in a CO atmosphere, requires closed reaction conditions and a specific catalyst, and has great limitations for industrial production, and CO gas is a toxic gas. Incorrect operation can cause injury or death

The above experimental conditions are harsh, using CO gas, the operation is cumbersome, and does not meet the requirements of green chemistry

(3) Multi-component reaction: Multi-component reaction is one of the methods to efficiently construct chemical bonds, but it often has the following disadvantages: the uncertainty of the reaction; more by-products; a large amount of catalyst required

(4) The reaction that peroxide participates in: this kind of reaction often needs peroxybenzoic acid compound to be substrate, because the thermal stability of peroxide is relatively poor, and exothermic in reaction, need strictly control reaction conditions, increase It limits the difficulty of experimental control and limits its large-scale production, which limits the breadth of its application.

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