RÉSUMÉ
A ruthenium-catalyzed N-benzyltriflamide assisted C-H alkylation with maleimide followed by hydrolysis of in situ generated imine has been developed for the first time. This synthetic method results in the efficient synthesis of o-succinimide derivatives of benzaldehydes. This reaction involves less expensive and mild reaction conditions and shows excellent site selectivity and good functional group compatibility.
RÉSUMÉ
An efficient Rh(II)-catalyzed highly selective N2-arylation of benzotriazole, indazole, and 1,2,3 triazole is developed using diazonaphthoquinone. The developed protocol is extended with a wide scope. In addition, late-stage arylation of these scaffolds tethered with bioactive molecules is explored. Control experiments and DFT calculations reveal that the reaction proceeds presumably via nucleophilic addition of the N2 (of the 1H tautomer) center to quinoid-carbene followed by a 1,5-H shift.