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  • Halogen-magnesium exchange on unprotected aromatic and heteroaromatic carboxylic acids.

Halogen-magnesium exchange on unprotected aromatic and heteroaromatic carboxylic acids.

Chemical communications (Cambridge, England) (2007-08-24)
Felix Kopp, Stefan Wunderlich, Paul Knochel
ABSTRACT

The magnesiation of halogenated aromatic and heteroaromatic carboxylic acids is accomplished by their treatment with MeMgCl in the presence of LiCl and subsequent reaction with i-PrMgCl.LiCl; the resulting double-magnesiated species react with a variety of electrophiles in up to 97% yield.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Isopropylmagnesium chloride lithium chloride complex solution, 1.3 M in THF
Sigma-Aldrich
S-Methyl methanethiosulfonate, 97%