New stable aromatic boronic esters

A novel aromatic boronic acid ester addresses stability and isolation issues, enabling effective purification and reactivity for Suzuki-Miyaura coupling and functional group transformations, enhancing its applicability in pharmaceutical and functional material synthesis.

JP7748736B2Active Publication Date: 2025-10-03OSAKA UNIVERSITY
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Patent Information

Application Number
JP2023503795
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Priority Date
2021-03-01
Filing Date
2022-02-28
Publication Date
2025-10-03
Estimated Expiration
2042-02-28

AI Technical Summary

Technical Problem

Aromatic boronic acid derivatives face issues such as instability during silica gel chromatography, low yields in isolation and purification, and difficulty in functional group transformations, which hinder their application in various reactions.

Method used

Development of a novel aromatic boronic acid ester represented by formula (I) that is stable during silica gel chromatography, allowing easy isolation and purification, and exhibits reactivity similar to aromatic boronic acid pinacol esters in Suzuki-Miyaura coupling reactions and functional group transformations.

Benefits of technology

The novel aromatic boronic acid ester maintains stability during chromatography, facilitates easy isolation and purification, and demonstrates reactivity suitable for Suzuki-Miyaura coupling and functional group conversions, making it useful for pharmaceutical and functional material synthesis.

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Abstract

To provide a novel aromatic boronic acid ester that is useful in various types of functionalization and can be isolated and purified without being adsorbed even in silica gel chromatography. The present invention relates to a compound represented by formula (I): [in the formula, each symbol is as described in the specification.] or a salt thereof, and a method for producing the same.
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