Dearomatization–Rearomatization Strategy for Palladium-Catalyzed C–N Cross-Coupling Reactions

Substituted aromatic compounds play important roles in materials, biological agents, dyes, etc. Thus, the synthesis of substituted aromatic compounds has been a hot topic throughout the history of organic chemistry. Traditionally, the Friedel–Crafts reaction was a powerful tool for synthesizing substituted aromatic compounds. In recent decades, metal-catalyzed cross-coupling reactions were well developed via carbon–heteroatom bond cleavage, however, having difficulties towards some strong bonds, such as C(Ar)–OH. To overcome such challenges, newer strategies are needed. In this review, we summarize the recent efforts in the development of dearomatization–rearomatization strategy for cross-coupling reactions via C(Ar)–O bond cleavage.

1 Introduction

2 Dearomatization–Rearomatization Strategy for Cross-Coupling of Phenols

3 Dearomatization–Rearomatization Strategy for Cross-Coupling of Biphenols

4 Dearomatization–Rearomatization Strategy for Cross-Coupling of Diphenyl Ethers

5 Dearomatization–Rearomatization Strategy for Cross-Coupling of Indoles

6 Summary