Abstract
This review highlights transition-metal-catalyzed cross-coupling
reactions in which one of the halogen atoms (or pseudo-halogen groups)
of di- or polyhalogenated compounds is converted site-selectively
into another group. The compounds are categorized as halogenated
alkenes, heteroarene derivatives, benzene derivatives, and alkanes.
Enantioselective cross-coupling of substrates having two enantiotopic
halo groups is also described.
1 Introduction
2 Di- and Polyhalogenated Alkenes
2.1 1,1-Dihalogenated Alkenes
2.1.1 Grignard Reagents
2.1.2 Organozinc Reagents
2.1.3 Organostannanes and Others
2.1.4 Boronic Acids and Derivatives
2.1.5 Alkynes
2.2 1,2-Dihalogenated Alkenes
2.3 Trihalogenated Alkenes and Others
3 Di- and Polyhalogenated Heteroarene Derivatives
3.1 Five-Membered Heteroarene Derivatives
3.2 Six-Membered Heteroarene Derivatives
3.3 Other Heteroarene Derivatives
3.4 Mechanism
4 Di- and Polyhalogenated Benzene Derivatives
4.1 Polyhalogenated Benzenes
4.2 With Electron-Withdrawing Groups
4.3 With Electron-Donating Groups
4.4 Other Dihalogenated Benzenes
5 Dihalogenated Alkanes
6 Enantioselective Cross-Coupling Reactions
7 Conclusions
Key words
cross-coupling - catalysis - halides - transition
metals - site selectivity
