Method for synthesizing phenanthridine silane derivative

Abstract

The invention discloses a method for synthesizing a phenanthridine silane derivative, and relates to the fields of organic chemical engineering and fine chemical engineering. A small amount of organic solvent is added into 2-aryl aromatic isonitrile and silane under catalytic oxidation action of an oxidizing agent and a free radical initiator, and the mixture is subjected to cyclization reaction under the room temperature or heating condition to obtain the phenanthridine silane derivative. By using the method provided by the invention, the reaction time is 4-12 hours under the heating and stirring condition; the raw materials are reacted between the room temperature and 120 DEG C and are subjected to simple after-treatment so as to obtain the corresponding phenanthridine silane derivative with high yield of 68-93 percent. A novel aryl sp<2> silicon carbon bond formation method based on a free radical process is developed, two steps of cyclizing the free radicals and forming a silicon carbon bond are carried out to obtain a series of phenanthridine silane derivatives; therefore, the method is easy to carry out and is convenient for after-treatment.

Description

technical field [0001] The invention relates to the fields of organic chemical industry and fine chemical industry, in particular to a metal-free catalyzed radical-induced cyclization and carbon-silicon bond formation reaction, and is a novel synthesis method of phenanthridine silane derivatives. Background technique [0002] In recent years, the research on silicon-containing organic compounds has gradually increased, and the advantages of organic silicon materials have gradually become prominent. Therefore, the research on organosilanes has gradually attracted the attention of organic chemists and material scientists. Phenanthridine compounds are a class of organic compounds with azophenanthrene structure. Phenanthridine skeletons can be found in many natural product molecules and drug molecules. Drug molecules containing a phenanthridine skeleton have very good biological activities, such as being used in antibacterial, antitumor, and cytotoxic inhibition. [0003] The ...

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Problems solved by technology

However, due to the relatively expensive catalysts in these synthetic routes, the application of such methods is limited.

There are also reactions that require one or more times the amount of olefins to combine with the hydrogen obtained in the reaction, and the reaction is not economical.

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