Abstract
Multiply arylated heterocycles are interesting structures with highly useful functions
and fascinating optoelectronic and biological properties. Pyridines are an important
class of compounds, playing a role in various fields of chemistry. When the pyridine
ring is connected to other aromatic systems, novel stereochemical outcomes may arise.
This work summarizes different methodologies applied for the synthesis of substituted
arylpyridine derivatives and summarizes stereochemical phenomena resulting from atropisomerism
present in certain arylated pyridines.
1 Introduction
2 Arylpyridines Containing meta- and para-Substituted Phenyl Groups
2.1 Arylpyridine Derivatives as Amphetamine Analogues Markers
2.2 Site-Selective Synthesis of Arylpyridines
3 Atropisomerism in Arylpyridines Containing ortho-Substituted Phenyl Groups
3.1 Synthesis of Arylpyridines Containing ortho-Substituted Phenyl Groups
3.2 Other Methods for the Preparation of Arylated Pyridines
4 Fully Substituted Pyridine Derivatives
4.1 Site-Selective Synthesis of Fully Arylated Pyridines
4.3 Atropisomerism in Densely Substituted Arylpyridines Containing ortho-Substituted Phenyl Groups
5 Enantioselective Synthesis of Arylpyridine Derivatives
6 Conclusion
Key words
pyridine derivatives - heterocyclic compounds - stereochemistry - atropisomerism -
Suzuki–Miyaura reaction