Ligand-Controlled Site-Selective Cross-Coupling.

Area of Science:

• Organic Chemistry
• Catalysis
• Medicinal Chemistry

Background:

• Site-selective cross-coupling reactions are crucial for synthesizing functionalized (hetero)aromatic compounds.
• Dihalo(hetero)arenes serve as versatile precursors for complex molecule construction.
• Controlling regioselectivity in these reactions is essential for efficient synthesis.

Purpose of the Study:

• To review ligand-controlled site-selective mono-cross-coupling reactions.
• To highlight the preparation of substituted monochloro- or monobromo(hetero)arenes.
• To showcase the utility of these products as drug components and synthetic precursors.

Main Methods:

• Focus on palladium-catalyzed cross-coupling reactions.
• Discussion of ancillary ligands influencing regioselectivity.
• Analysis of reactions involving dichloro- or dibromo(hetero)aryl substrates.

Main Results:

• Demonstration of ligand-dependent control over site-selectivity.
• Successful synthesis of monochloro- and monobromo(hetero)arenes.
• Examples of diverse substituted (hetero)arene products.

Conclusions:

• Ligand selection is a key strategy for achieving site-selectivity in mono-cross-coupling.
• Palladium catalysis offers powerful tools for synthesizing valuable halogenated (hetero)aromatics.
• These methods facilitate access to important building blocks for drug discovery and organic synthesis.