Abstract
The practical utility of decarboxylative transformations in organic
synthesis is discussed, and the decarboxylative deuteration of (hetero)aromatic
carboxylic acids is disclosed as a further example. Various monodeuterated
arenes were synthesized under mild conditions, in a single step
from easily accessible aromatic carboxylic acids and deuterium oxide.
Copper catalysts were found to have the widest scope, but silver
catalysts are superior for some ortho -substituted
benzoates. A few substrates, e.g. quinoline-2-carboxylic acid, decarboxylate
even in the absence of a metal catalyst.
Key words
arenes - carboxylic acids - catalysis - decarboxylation - deuteration
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