2,4-bis(diphenylphosphine oxide) tetrahydroquinoline compound and preparation method and application thereof

Abstract

The invention discloses a 2,4-bis(diphenylphosphine oxide) tetrahydroquinoline compound and a preparation method and application thereof. The general molecular formula of the compound is shown in formula I as shown in specification, wherein R1 in formula I is H, Cl or Br. The preparation method comprises the following steps: S1, adding quinoline or a derivative of the quinoline and diphenylphosphine oxide in a reaction container under the condition that the molar ratio of the quinoline or the derivative of the quinoline to the diphenylphosphine oxide is 1: 2-3, adding a metal catalyst which accounts for 1-5% of that of the quinoline or the derivative of the quinoline, adding alcohol as a hydrogen donor, adding a solvent, and carrying out stirring reaction for 5-24 hours under the conditionof 80-160 DEG C; and S2, after reaction is finished, cooling to a room temperature, filtering, carrying out rotary evaporation under reduced pressure to remove a solvent so as to obtain a coarse product, and purifying the coarse product by column chromatography to obtain the final product. The compound has potential drug activity in the fields of prostaglandin E1 receptor antagonist, bacteria resistance, tyrosine kinase inhibition effect, tumor resistance and the like.

Description

technical field [0001] The invention relates to the technical field of organic synthesis, in particular to a 2,4-bis(diphenylphosphine oxide)tetrahydroquinoline compound and a preparation method and application thereof. Background technique [0002] Heterocyclic compounds play a pivotal role in nature, accounting for nearly one-third of organic compounds. Many heterocyclic compounds have special biological activities and are widely used in new medicine, new pesticides, new materials and other fields. Efficient synthesis of heterocyclic compounds with diverse structures has always been a hot spot in organic synthesis. Nitrogen-containing heterocyclic compounds are common structures in heterocyclic rings, and many nitrogen-containing heterocyclic rings containing imidazole, pyridine, and pyrimidine often have specific physiological activities. Quinolines are important nitrogen heterocyclic compounds with biological activities such as antitumor, antibacterial, antiviral, and a...

AI Technical Summary

Problems solved by technology

The synthesis of phosphorus-nitrogen-containing heterocyclic compounds is relatively difficult. The synthetic methods of phosphorus-nitrogen-containing heterocyclic compounds reported in the prior art are limited, and the existing synthetic methods also have certain limitations.

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