Radical Heteroarylation of Alkenes and Alkanes via Heteroaryl -Migration

Heteroarenes are important units in organic chemistry and are ubiquitous in natural products, pharmaceuticals, and numerous artificial molecules. Despite great efforts devoted to accessing heteroarenes, the development of new methods to efficiently produce heteroarenes remains a long-term interest. Recently, the strategy of radical-mediated heteroaryl migration has supplied a robust toolkit for the synthesis of a diversity of heteroaryl-containing compounds. This Account summarizes our recent achievements in this field and provides insight into the incorporation of heteroarenes into organic skeletons. 1 Introduction 2 Radical-Mediated Heteroarylation of Alkanes and Alkenes via Intramolecular Heteroaryl Migration 2.1 C(sp(3))-H Heteroarylation via Intramolecular Heteroaryl Migration 2.2 Difunctionalization of Alkenes via Intramolecular Heteroaryl Migration 3 Intermolecular Difunctionalization of Alkenes via 'Docking-Migration' Strategy 3.1 Sulfone-Based Bifunctional Reagents for Difunctionalization of Alkenes by Docking Migration 3.2 Sulfone-Based Reagents for the Synthesis of N-Fused Heteroarenes by Docking Migration 3.3 Tertiary Alcohol Based Bifunctional Reagents for Difunctionalization of Alkenes by Docking Migration 3.4 Diaryl Ether Based Bifunctional Reagents for Difunctionalization of Alkenes by Docking Migration 3.5 Conclusion

Automated summary

Heteroarenes play important roles in organic chemistry and are widely found in natural products, pharmaceuticals, and artificial molecules. Recent advancements in radical-mediated heteroaryl migration have provided a powerful tool for the synthesis of diverse heteroaryl-containing compounds.