Indole tetrahydrofuran oxide compound, preparation method thereof and application of compound

Abstract

The invention provides an indole tetrahydrofuran oxide compound or a crystal form thereof, wherein the indole tetrahydrofuran oxide compound is as shown in a formula (I). R1 is selected from benzene rings, naphthalene rings and thiophene rings or cinnamyl, R2 is selected from H, F, Cl, Br and I or C1-3 alkoxy, R3 is selected from H and benzyl or C1-C3 alkyl, and R4 is H, F, Cl, Br, I and C1-3 alkoxy or C1-C3 alkyl. The invention further provides a method for preparing the compound. The compound is simple and convenient in preparation method, moderate in reaction and high in yield and has anti-tumor activity and a wide market application prospect.

Description

technical field [0001] The invention relates to an oxindole spirotetrahydrofuran compound, a preparation method and application thereof. Background technique [0002] Oxindole spiro compounds mostly contain heteroatoms such as oxygen and nitrogen with strong electronegativity, which can have large intermolecular forces with other biological macromolecules, so they are an important class of drug-like skeletons. [0003] In recent years, scholars at home and abroad have paid more and more attention to the research in this field, and have synthesized thousands of compounds with oxindole spiro ring skeletons, expecting to screen out a batch of effective compounds. Many artificially synthesized spiro compounds (including those obtained from natural extracts) are generally racemic compounds, and the pharmacology and toxicology of the R configuration and the S configuration are different. However, indole spirocyclic products isolated from natural products or chemically synthesized...

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Problems solved by technology

However, the indole spirocyclic products isolated from natural products or chemically synthesized by traditional methods are almost all racemates, or the stereoselectivity is not high

[0004] At present, oxindole spiro compounds are often synthesized asymmetrically through organic cascade reactions mediated by chiral catalysts to improve the disadvantages of low stereoselectivity of oxindole spiro compounds

However, due to the limitations of the few types of organic catalysts, the single type of reaction that can be catalyzed by a catalyst, and the narrow scope of substrates for constructing indole spirocycles, only a small number of oxindole spirocycle compounds that can be screened have been synthesized. There is no report on the oxindole spiro compound similar to the structure of the present invention

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