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Updated: Sep 21, 2025
Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Metal-catalysed C-H bond activation and borylation
Ranjana Bisht1, Chabush Haldar1, Mirja Md Mahamudul Hassan1
1Center of Bio-Medical Research, Division of Molecular Synthesis & Drug Discovery, SGPGIMS Campus, Raebareli Road, Lucknow 226014, Uttar Pradesh, India. buddhadeb.c@cbmr.res.in.
Transition metal-catalyzed direct borylation of hydrocarbons via C-H bond activation is a versatile synthetic method. Recent advances have significantly improved site-selectivity for ortho, meta, para, and aliphatic C-H borylation reactions.
Area of Science:
- Organic Chemistry
- Catalysis
- Synthetic Methodology
Background:
- Direct borylation of hydrocarbons via C-H bond activation is crucial for synthesizing organoboron compounds.
- Controlling site-selectivity in C-H borylation reactions has been a significant challenge.
- Recent years have seen substantial progress in achieving high selectivity.
Purpose of the Study:
- To review and summarize developments in transition metal-catalyzed direct borylation of hydrocarbons since 2014.
- To discuss methodologies for directed proximal ortho, distal meta/para, and aliphatic C-H borylation.
- To highlight applications in natural product synthesis, therapeutics, and materials chemistry.
Main Methods:
- Development of new catalytic systems and ligand frameworks for ortho C-H borylation.
- Utilizing noncovalent interactions in catalytic systems for meta and para C-H borylation.
- Advancements in aliphatic C(sp3)-H borylations, including enantioselective methods.
Main Results:
- Significant improvements in site-selectivity for various C-H borylation reactions.
- Innovative strategies enabling meta and para selective C-H borylations.
- Progress in both racemic and enantioselective aliphatic C-H borylations.
Conclusions:
- Direct C-H borylation is a powerful and increasingly selective tool in organic synthesis.
- The reviewed methodologies offer diverse strategies for constructing organoboron compounds.
- Applications span natural products, pharmaceuticals, and materials science, underscoring the reaction's importance.
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