Organometallic Control over the Regiospecificity of Functionalization Reactions: 1,2,3‐Trifluorobenzene and Bromo Derivatives thereof as Substrates

Christophe Heiss, Manfred Schlosser

European Journal of Organic Chemistry · 2003 · 36 citations · 13 references

Concepts

Abstract

Abstract In a case study, 1,2,3‐trifluorobenzene was functionalized at each of the two vacant positions (producing the benzoic acids 1 and 2 ) and, in addition, bromine was introduced into all available positions (producing the benzoic acids 3 − 5 ). The required regioflexibility was achieved by applying novel organometallic recipes such as deprotonation‐triggered halogen migrations and site‐discriminating competitive halogen−metal permutations. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

References

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