P-terphenyl derivative and synthesis method thereof

Through the multi-component cascade cyclization reaction promoted by potassium tert-butoxide, the efficient synthesis of tert-butoxide is achieved using DMSO and aryl ketone derivatives, the problem of using precious metal catalysts and complex ligands in the prior art is solved, and the efficient, economical and environmentally friendly synthesis effect is achieved.

CN119684071AActive Publication Date: 2025-03-25HUNAN UNIV
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Patent Information

Application Number
CN202411168063.8
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2024-08-23
Publication Date
2025-03-25
Estimated Expiration
2044-08-23

AI Technical Summary

Technical Problem

The existing efficient synthesis methods of terphenyl compounds require expensive precious metal catalysts and complex ligands, which are costly and unenvironmentally friendly, and have complex substrate structures, increasing the reaction cost.

Method used

Dimethyl sulfoxide (DMSO) is used as two carbon sources and aryl ketone derivatives are used as raw materials. Through the multi-component form [1+2+2+1] cascade cyclization reaction promoted by potassium tert-butoxide, the efficient synthesis of tert-butoxide is achieved. This method does not use metal catalysts and ligands, and is easy to operate, has good substrate adaptability and high yield.

Benefits of technology

The efficient, economical and environmentally friendly synthesis of pair terphenyl compounds is achieved, avoiding the use of precious metal catalysts, reducing synthesis costs, and improving yield and product functional group tolerance.

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Abstract

The invention relates to a novel method for high-selectivity synthesis of a p-terphenyl derivative through cascade cyclization of dimethyl sulfoxide (DMSO) serving as two C sources and aryl ketone in a multi-component form under the promotion of potassium tert-butoxide. According to the method, only strong base potassium tert-butoxide is used as an accelerant, and complex ligands and expensive metal reagents are prevented from being used. Meanwhile, the formal [1 + 2 + 2 + 1] cascade cyclization reaction is suitable for various substrates, has good tolerance to various substituent groups, and can provide p-terphenyl derivatives which are easy to obtain at a good yield. In addition, the reaction also has the characteristics of low additive price, simple reaction conditions, easily available initial raw materials and the like. According to the method, a multi-group hierarchical cyclization protocol is carried out on starting raw materials which are easy to purchase commercially at lower cost, and the p-terphenyl compounds with multiple substituent groups are synthesized.
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