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(sp³)–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

杂芳烃是有机化学中的重要单元，在天然产物、药物和众多人工分子中普遍存在。尽管为获得杂芳烃付出了巨大的努力，但开发有效生产杂芳烃的新方法仍然是一个长期的兴趣。最近，自由基介导的杂芳基迁移策略为合成多种含杂芳基的化合物提供了强大的工具包。该帐户总结了我们在该领域的最新成就，并提供了将杂芳烃掺入有机骨架的见解。

1 简介

2 通过分子内杂芳基迁移自由基介导的烷烃和烯烃的杂芳基化

2.1 C(sp ³ )-H 通过分子内杂芳基迁移进行杂芳基化

2.2 通过分子内杂芳基迁移实现烯烃的双官能化

3 通过“对接迁移”策略实现烯烃的分子间双功能化

3.1 基于砜的双功能试剂通过对接迁移实现烯烃双功能化

3.2 基于砜的试剂通过对接迁移合成 N-稠合杂芳烃

3.3 基于叔醇的双功能试剂通过对接迁移实现烯烃双功能化

3.4 基于二芳基醚的双功能试剂通过对接迁移实现烯烃双功能化

3.5 结论