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CC BY 4.0 · Synthesis 2017; 49(20): 4586-4598
DOI: 10.1055/s-0036-1588536
DOI: 10.1055/s-0036-1588536
short review
Recent Advances in Transition-Metal-Catalyzed, Directed Aryl C–H/N–H Cross-Coupling Reactions
Martyn C. Henry is supported by an EPSRC DTA studentship (EP/M508056/1).Further Information
Publication History
Received: 06 July 2017
Accepted: 14 July 2017
Publication Date:
28 August 2017 (online)
Abstract
Amination and amidation of aryl compounds using a transition-metal-catalyzed cross-coupling reaction typically involves prefunctionalization or preoxidation of either partner. In recent years, a new class of transition-metal-catalyzed cross-dehydrogenative coupling reaction has been developed for the direct formation of aryl C–N bonds. This short review highlights the substantial progress made for ortho-C–N bond formation via transition-metal-catalyzed chelation-directed aryl C–H activation and gives an overview of the challenges that remain for directed meta- and para-selective reactions.
1 Introduction
2 Intramolecular C–N Cross-Dehydrogenative Coupling
2.1 Nitrogen Functionality as Both Coupling Partner and Directing Group
2.2 Chelating-Group-Directed Intramolecular C–N Bond Formation
3 Intermolecular C–N Cross-Dehydrogenative Coupling
3.1 ortho-C–N Bond Formation
3.1.1 Copper-Catalyzed Reactions
3.1.2 Other Transition-Metal-Catalyzed Reactions
3.2 meta- and para-C–N Bond Formation
4 C–N Cross-Dehydrogenative Coupling of Acidic C–H Bonds
5 Conclusions
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For reviews of copper-catalyzed aryl amination, see:
For reviews of palladium-catalyzed aryl amination, see:
For recent reviews, see: