Cyclization by Intramolecular Suzuki-Miyaura Cross-Coupling-A Review

Area of Science:

• Organic Chemistry
• Medicinal Chemistry
• Synthetic Chemistry

Background:

• Ring systems are crucial in natural products and pharmaceuticals, often dictating biological activity.
• Cyclization is a key step in synthesizing these important ring structures.
• The intramolecular Suzuki-Miyaura reaction offers a powerful approach for ring formation.

Purpose of the Study:

• To review the applications of intramolecular Suzuki-Miyaura cross-coupling in synthesizing (macro)cyclic frameworks.
• To cover examples reported since 2015, focusing on natural products and synthetic bioactive molecules.
• To analyze the reaction's utility, scope, and limitations across various ring sizes and functional groups.

Main Methods:

• Focus on intramolecular Suzuki-Miyaura cross-coupling reactions.
• Review literature published primarily since 2015.
• Analyze the formation of ring systems ranging from 4 to macrocyclic sizes.

Main Results:

• The intramolecular Suzuki-Miyaura reaction is effective for constructing diverse (macro)cyclic frameworks.
• The reaction demonstrates utility across a broad range of ring sizes and functional group tolerances.
• Comparisons with alternative cyclization methods are provided where applicable.

Conclusions:

• Intramolecular Suzuki-Miyaura cross-coupling is a valuable and versatile tool for synthesizing complex cyclic molecules.
• The reaction's mild conditions, stereospecificity, and non-toxic by-products enhance its applicability.
• This method is well-suited for preparing natural products, analogs, and synthetic drug candidates.