[Zurück]

M. Schnürch:
"Recent progress on the halogen dance reaction on heterocycles";
in: "Topics in Heterocyclic Chemistry", B. Maes (Hrg.); herausgegeben von: Heidelberg; Springer, Heidelberg, 2012, (eingeladen), ISBN: 978-3-642-25102-3, S. 185 - 218.

The decoration of heterocycles with functional groups and substituents is of great importance for many fields of chem. In this context, selective functionalizations of certain positions in a given heterocyclic system are highly desirable and sought after. One way to achieve such selectivity is the pre-functionalization of defined positions with halides, which can then be further transformed to other functional groups and substituents. Halogen dance reactions proved to be a valuable tool and it was demonstrated in many cases that positions in heterocyclic systems can be activated for subsequent reactions by selective migration of a halide in the corresponding position, which are otherwise extremely difficult to access. Within this chapter, the progress in halogen dance reactions of the last decade will be discussed. Most reported examples relied on the well-established halogen dance induced by org. lithium bases such as LDA or LTMP. However, also several unusual halogen migrations under neutral or even acidic conditions have been reported and will be presented.

halogen dance, halogen dance prevention, halogen migration, lithium bases

http://dx.doi.org/10.1007/7081_2011_64