Abstract
Heterocyclic phosphines have long been used as unique and efficient
ligands for palladium-catalyzed cross-coupling reactions. The simplest
ligand, trifurylphosphine, has become one of the most classical
heterocyclic phosphines for coupling reactions since its first application
in the Stille coupling reaction in 1988. In recent decades, palladium
catalyst systems derived from highly diverse and innovative heterocyclic
phosphines have shown excellent catalytic activities in cross-coupling
reactions. In this account, we discuss the recent development and
applications of heterocyclic phosphine ligands, highlighting the
synthetic pathways used to prepare the ligands. The sections are
categorized by the different palladium-catalyzed cross-coupling
methodologies.
1 Introduction
2 Carbon-Carbon Bond-Forming Reactions
2.1 Suzuki-Miyaura Coupling Reaction
2.2 Heck Reaction
2.3 Sonogashira Reaction
2.4 Cyanation
3 Carbon-Nitrogen Bond-Forming Reactions
4 Carbon-Oxygen Bond-Forming Reactions
4.1 Carbon-Oxygen Coupling Reaction
4.2 Hydroxylation
5 Carbon-Boron Bond-Forming Reactions
6 Conclusion
Key words
ligands - cross-coupling - catalysis - phosphines - palladium
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