Preparation method for synthesizing indazolinone compound by carbon dioxide promotion and photocatalyst-free photo-induction

Abstract

The invention discloses a preparation method for synthesizing an indazolinone compound by carbon dioxide promotion and photocatalyst-free photo-induction. A quinoline 2-nitrobenzyl alcohol compound and an amine derivative serve as raw materials, low-priced and easily available common bulbs serve as reaction light sources, carbon dioxide serves as a promoter, common organic solvents serve as reaction solvents, reaction is performed at a certain temperature for a certain time, the indazolinone compound can be prepared in a high-yield and high-selectivity manner, and high yield is obtained in gram-scale amplification reaction.

Description

【Technical field】 [0001] The invention belongs to the field of catalytic organic synthesis, and in particular relates to an indazolinone compound and a preparation method thereof. 【Background technique】 [0002] In the photochemical reaction, photon energy is used to promote molecules to reach an energy excited state and generate highly active intermediates, which can quickly obtain products that are difficult to chemically synthesize through the ground state [1] , is an efficient method for synthesizing scaffolds in drug development [2] . Indolinone compounds are an important class of drug backbone compounds with biological activities of inhibiting 5-lipoxygenase and anti-inflammation, but their synthesis methods have the problems of complex substrates, many steps, and low yields [3] , does not meet the requirements of green chemistry. For example, traditional methods use transition metals and bases for catalytic synthesis [4] , because transition metals are not friendl...

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Problems solved by technology

Indolinone compounds are an important class of drug backbone compounds with biological activities of inhibiting 5-lipoxygenase and anti-inflammation, but their synthesis methods have the problems of complex substrates, many steps, and low yield [3], does not meet the requirements of green chemistry

For example, the traditional method uses transition metals and bases to catalyze the synthesis of [4]. Because transition metals are not environmentally friendly, this method has certain defects; it also uses nitrosobenzaldehyde compounds as substrates The method of synthesizing indazolinone compounds is still not superior enough, the substrate itself is unstable and easily oxidized, and the yield is low[5]; there is also the use of phosphate compounds as substrates to synthesize indolinones Dorinone compounds, but the synthesis method of the raw material itself requires multi-step synthesis, and there are too many operating steps, resulting in poor yield

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