1-tetralone spirocyclodiene, its synthesis method and its application

A kind of technology of tetralinone spiro and tetralinone, applied in chemical instrument and method, compound of periodic table 4/14 group element, carbon-based compound preparation and other directions, can solve the problem of 1-tetralinone spiro that has not yet been reported in the literature. The problems such as the synthesis method of cyclodiene, to achieve the effects of being conducive to large-scale production and promotion, the preparation method is simple, and easy to obtain
CN105884600BInactive Publication Date: 2018-07-27ANYANG INST OF TECH
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Patent Information

Authority / Receiving Office
CN Β· China
Patent Type
Patents(China)
Current Assignee / Owner
ANYANG INST OF TECH
Publication Date
2018-07-27
Estimated Expiration
Not applicable Β· inactive patent

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Abstract

The invention relates to 1-tetralone spiro-diene as well as a synthetic method and an application thereof. 1-tetralone spiro-diene is represented by formula (1), and the compound can be used for synthesizing more types of 1-tetralone spiro-framework compounds. 1-tetralone spiro-diene is prepared by the steps of adding 2-crotonaldehyde, tert-butyldimethylsilyl triflate and triethylamine into dichloromethane for reaction so as to obtain a reaction system containing tert-butyl dimethyl silicon protected diene, adding 2-methylene-1-tetralone and zinc trifluoromethanesulfonate into a reaction container, adding an aromatic hydrocarbon solvent under the protection of inert gas, and adding prepared tert-butyl dimethyl silicon protected diene for reaction, so as to finally obtain 1-tetralone spiro-diene. A preparation method of 1-tetralone spiro-diene is simple, the cost is low, and the consumption of catalysts is low.
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Description

technical field

[0001] The invention relates to the technical field of organic synthesis, in particular to 1-tetralone spirodiene, its synthesis method and its application. Background technique

[0002] Tetralone compounds are very important pharmaceutical intermediates, for example, 5,8-dimethoxy-2-tetralone is a key intermediate for the synthesis of antineoplastic drug amrubicin, 4-(3,4- Dichlorophenyl)-1-tetralone is an intermediate for the synthesis of the antidepressant sertraline, and 6-isopropyl-5-methoxy-2-tetralone is the raw material for the synthesis of tripterine . Therefore, the development and application of tetralone and its related compounds are of great significance.

[0003] The spirocycle is the basic framework of many biologically active natural products, such as insect pheromones, steroidal saponins, and polyantibiotics. In recent years, the basic structure of the helical ring with special biological activity has become a research hotspot. The develo...

Claims

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