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Preparation method of isoquinolinone derivative

A technology for isoquinolinone and derivatives is applied in the preparation field of synthesizing a new type of lactam-containing compound, can solve the problems of adding a large oxidant, high temperature, etc., and achieves easy availability of reaction raw materials, good reaction selectivity and high yield excellent effect

Active Publication Date: 2020-07-14
SOUTHWEST FORESTRY UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

One is to use the C-H bond activation strategy to construct isoquinolinone derivatives, but this method requires the addition of a large amount of oxidant and high temperature

Method used

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  • Preparation method of isoquinolinone derivative
  • Preparation method of isoquinolinone derivative
  • Preparation method of isoquinolinone derivative

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Experimental program
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Embodiment Construction

[0015] The structures of polysubstituted isoquinolinone derivatives are as follows:

[0016]

[0017] where: R 1 = H, R 2 = H, R 3 = H, R 4 = Ph, R 5 = H, R 6 = H; R 1 = Me,R 2 = H, R 3 = H, R 4 = Ph, R 5 = H, R 6 = H; R 1 = Cl, R 2 = H, R 3 = H, R 4 = Ph, R 5 = H, R 6 = H; R 1 = H, R 2 = H, R 3 = H, R 4 = p-chlorophenyl, R 5 = H, R 6 = H; R 1 = H, R 2 = H, R 3 = H, R 4 = p-fluorophenyl, R 5 = H, R 6 = H; R 1 = H, R 2 = H, R 3 = H, R 4 = m-fluorophenyl, R 5 = H, R 6 = H; R 1 = H, R 2 = H, R 3 = H, R 4 = m-methylphenyl, R 5 = H, R 6 = H; R 1 = H, R 2 = H, R 3 = H, R 4 = m-chlorophenyl, R 5 = H, R 6 = H; R 1 = H, R 2 = H, R 3 = H, R 4 = o-methylphenyl, R 5 = H, R 6 = H; R 1 = H, R 2 = H, R 3 = H, R 4 = o-chlorophenyl, R 5 = H, R 6 = H; R 1 = H, R 2 = H, R 3 = H, R 4 = o-methoxyphenyl, R 5 = H, R 6 = H; R 1 = H, R 2 = H, R 3 = H, R 4 = p-methylphenyl, R 5 = H, R 6 = H; R 1 = H, R 2 = H, R 3 = H, R 4 = p-e...

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Abstract

The invention discloses a preparation method of an isoquinolinone derivative, which comprises the following steps: weighing an 8-alkynyl-1-aryl naphthylamine compound and a catalyst according to a molar ratio of 1:(0.1-1.5), putting the 8-alkynyl-1-aryl naphthylamine compound and the catalyst into a reaction vessel, and adding a solvent into the reaction vessel until the 8-alkynyl-1-aryl naphthylamine compound is completely dissolved; and placing the reaction container at 80-150 DEG C, carrying out a stirring reaction for 0-36 h, and carrying out post-treatment to obtain the product polysubstituted isoquinolinone compound. The method is simple in operation method, mild in reaction condition, good in reaction selectivity, high in yield, convenient to separate and purify, wide in substrate universality, simple and easily available in reaction raw materials, low in production cost and good in application prospect.

Description

technical field [0001] The invention relates to a preparation method for synthesizing a class of novel lactam-containing compounds, in particular to a preparation method for multi-substituted quinolinone derivatives. Background technique [0002] The structural skeleton of isoquinolinone is an important structural unit in organic chemistry, and its derivatives are various. Its core structure widely exists in natural products and natural plant alkaloids, and has good biological activity (J. Nat.Prod.1997,60,108; J.Med.Chem.2006,49,6451; J.Med.Chem.2004,47,5651.), such as anti-inflammatory (TetrahedronLett.1998,39,3099.), Antitumor (J.Am.Chem.Soc.2011, 133, 14952.), vasodilation (Chin.J.Org.Chem.2015, 35, 1112.) and blood pressure lowering effects. Therefore, the research on the synthetic method of isoquinolinone derivatives has attracted the attention of many chemists. Traditional methods for constructing isoquinolinone derivatives include the following: one is to construct...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/06C09K11/06
CPCC07D471/06C09K11/06C09K2211/1029C09K2211/1007C09K2211/1092Y02P20/52
Inventor 张莲鹏花艺文刁晗莹周宏伟
Owner SOUTHWEST FORESTRY UNIVERSITY
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