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The ortho metalation reaction in pyridines

In this paper we describe a powerful methodology for the regiospecific construction of polysubstituted aromatic and heteroaromatic compounds. The DoM reaction (direct ortho-metalation) comprises the deprotonation in position ortho of a aromatic or heteroaromatic containing DMG (directed metalation group) by strong bases, normally an alkyllithium reagent, leading to an ortho-lithiated species. These species, upon treatment with electrophilic reagents, gives 1,2 disubstituted products.

ortho-metalation; directed metallation group; heteroaromatic compounds


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