Metal-carbenoid mediated CH-functionalization of pyrroles with methyl 2-diazo-3,3,3-trifluoropropionate.

Metal-catalyzed CH-functionalization of pyrrole and its derivatives via insertion of CF3-carbene generated from methyl 2-diazo-3,3,3-trifluoropropionate was studied. The reactions are completed within few minutes upon heating in toluene in the presence of 1 mol.% of commercially available copper trifluoroacetylacetonate. These reaction conditions allow simultaneous introduction of trifluoromethyl and methyl carboxylate groups into the aromatic pyrrole ring. Conditions for C(2)-selective monofunctionalization of NH-pyrroles were developed. [ABSTRACT FROM AUTHOR]