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An efficient method of accessing new CF3-containing spiro-[indene-proline] derivatives has been developed based on a Cp*Rh(III)-catalyzed tandem C-H activation/[3+2]–annulation reaction of 5-aryl-2-(trifluoromethyl)-3,4-dihydro-2H-pyrrole-2-carboxylates with alkynes. An important feature of this spiro annulation process is the feasibility of dehydroproline moiety to act as a directing group in the selective activation of the aromatic C-H bond. [ABSTRACT FROM AUTHOR]

A convenient pathway to a new series of α-CF3-substituted α-amino acid derivatives bearing pharmacophore isoquinolone core in their backbone has been developed. The method is based on [4+2]-annulation of N-(pivaloyloxy) aryl amides with orthogonally protected internal acetylene-containing α-amino carboxylates under Rh(III)-catalysis. The target annulation products can be easily transformed into valuable isoquinoline derivatives via a successive aromatization/cross-coupling operation. [ABSTRACT FROM AUTHOR]

[Display omitted] An efficient method for the selective preparation of trifluoro-methyl-substituted isoindolones has been developed via RhIII catalyzed C-H activation / [4 + 1]-annulation of aryl hydroxamates with functionalized acceptor/acceptor diazo compounds as cross-coupling partners. [ABSTRACT FROM AUTHOR]

An efficient method for the CF3-carbenoid C-H functionalization of benzenes and indoles using readily available methyl 3,3,3-trifluoro-2-diazopropionate as a cross-coupling partner under chelation-controlled RhIII catalysis has been developed. The reactions proceeded smoothly with high regioselectivity in a few hours and allowed the simultaneous introduction of CF3 and carboxylate functions into the 2-position of directing-group-containing benzenes and indoles. [ABSTRACT FROM AUTHOR]

An efficient protocol for the direct CH-functionalization of indole and its derivatives has been developed by using Cu(F3-acac)2-catalyzed insertion of CF3-carbene derived from methyl 3,3,3-trifluoro-2-diazopropionate. The reaction proceeds with high regioselectivity within a few minutes under low catalyst loading and allows the introduction of CF3 and carboxylate functions simultaneously into the 3- or 2-position of the indole core. This method can be successfully applied for the synthesis of trifluoromethyl-containing paullones, which are new members of the known family of potent inhibitors of cyclin-dependent kinases. [ABSTRACT FROM AUTHOR]