A method for synthesizing 3-butenoic acid compounds based on carboxylation reaction of allyl carbon-hydrogen bond

By using the allyl C-H bond carboxylation reaction and a photo/copper synergistic catalyst under a CO2 atmosphere, 3-butenoic acid compounds were synthesized, overcoming the problems of harsh reaction conditions and limited substrate range in existing technologies, and achieving efficient synthesis and good selectivity under mild conditions.

CN122444586APending Publication Date: 2026-07-24SICHUAN UNIV
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
SICHUAN UNIV
Filing Date
2026-03-23
Publication Date
2026-07-24

AI Technical Summary

Technical Problem

Existing technologies for the carboxylation of allyl C-H bonds have harsh reaction conditions, limited substrate range and product types, and poor functional group compatibility, making it difficult to achieve the catalytic transformation of various allyl C-H bonds under mild conditions.

Method used

The allylic C-H bond carboxylation reaction is employed, in which an olefin reaction substrate, a photosensitizer, a copper catalyst, and an alkaline substance are mixed in a CO2 atmosphere and stirred under visible light irradiation to generate 3-butenoic acid compounds.

Benefits of technology

This method enables the efficient synthesis of various 3-butenoic acid compounds under mild conditions. It features mild reaction conditions, a wide range of applicable substrates, good functional group compatibility, and good chemical and regioselectivity, making it suitable for the synthesis of a variety of natural products, bioactive molecules, and drug molecules.

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Abstract

The application discloses a method for synthesizing 3-butenoic acid compounds based on allyl carbon hydrogen bond carboxylation reaction and belongs to the technical field of organic synthesis. The method comprises the following steps: mixing an olefin reaction substrate, a photosensitizer, a copper catalyst and an alkaline substance, then adding an organic solvent under a CO2 atmosphere, and stirring under visible light irradiation to prepare 3-butenoic acid compounds. The application realizes the light / copper synergistic catalysis of the CO2 participating allyl carbon hydrogen bond carboxylation reaction, and a series of 3-butenoic acid compounds are prepared with high selectivity and high atomic economy. The method has the characteristics of cheap and easily available raw materials, wide reaction substrate range, good functional group compatibility, mild reaction conditions, good chemical and regional selectivity and the like, and has a wide application prospect.
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