The functionalization of organic molecules through C-H bond activation is one of the most active areas of the chemistry nowadays. The use of organometallic complexes as synthetic tools constitutes a well-established alternative to the classical organic methods. More specifically, the use of orthometallated derivatives affords fully regio- and chemoselective processes, due to the selectivity provided by the directing group.The present contribution reports the synthesis of functionalized molecules derived from heterocycles and a-amino esters, employing the corresponding orthometallated complexes of Ru or Pd. For instance, valuable molecules such as thieno[3,2-c]pyridines or 2-halo-3-formyl-thiophenes, and their respective isomers thieno[2,3-c]pyridines or 3-halo-2-formylthiophenes have been selectively obtained, and the corresponding derivatives have been obtained from benzothiophene, furane, benzofurane, indole or pyrrole. Moreover, using the same methodology but starting from the amino ester methyl phenylglycinate, chiral alkylarylethers or luminiscent isoquinolines can be obtained. These and other recent results will be presented and analyzed.

Orthometallation as an alternative route to the functionalization of organic entities

243rd National Meeting (2012)

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