Reacciones de hidroarilación e hidroalcoxilación de alquinos catalizadas por indio (III)aplicaciones en la síntesis de 2H-cromenos, 1,2-dihidroquinolinas y benzo[b]furanos

Resumo

In this PhD Thesis, the research developed about indium-catalyzed intramolecular hydroarylation, hydroamination and hydroalkoxylation reactions and their application to the synthesis of heterocyclic compounds is presented. In the first place, the formation of carbon–carbon bonds in regioselective intramolecular hydroarylation reactions of aryl propargyl ethers is studied. Sequential processes involving indium-catalyzed hydroarylation–palladium-catalyzed crosscoupling reactions where the formation of two carbon–carbon bonds are formed in “one-pot” were developed. Finally, cascade 6-endo cycloisomerization reactions of aryl propargyl ethers diyne derivatives affording naphtho[c]chromenes using only 5 mol% of indium(III) catalyst were studied. In the second chapter of the Thesis, the formation of carbon–nitrogen and carbon–oxygen bonds in indium(III)-catalyzed intramolecular hydroamination and hydroalkoxylation reactions was studied obtaining nitrogen and oxygen heterocycles such as 1,2-dihydroquinolines, isoquinolines, indols and benzo[b]furans regioselectively.