Ruthenium-Catalyzed Propargylation of Aromatic Compounds with Propargylic Alcohols.

Ruthenium-catalyzed enantioselective propargylation of aromatic compounds with propargylic alcohols via allenylidene intermediates.

Rhenium-catalyzed aromatic propargylation.

A mild aromatic propargylation reaction, employing an air- and moisture-tolerant rhenium-oxo complex ((dppm)ReOCl(3)) as a catalyst and a propargyl alcohol as the electrophile, is described. The reaction tolerates a broad range of functional groups and regioselectively affords propargylic arenas without formation of the isomeric allenyl adducts. The potential of this rhenium(V)-catalyzed reacti...

Iron-catalyzed ene-type propargylation of diarylethylenes with propargyl alcohols.

The diarylalkenyl propargylic complex framework has been found in many natural products and medicinal regents. Herein, we have disclosed an unprecedented FeCl(3) catalyzed ene-type reaction of propargylic alcohols with 1,1-diaryl alkenes which enabled us to furnish a diarylalkenyl propargylic complex framework in moderate to high chemical yields (up to 98%).

Selective alkylation of (hetero)aromatic amines with alcohols catalyzed by a ruthenium pincer complex.

A readily available pincer ruthenium(II) complex catalyzes the selective monoalkylation of (hetero)aromatic amines with a wide range of primary alcohols (including pyridine-, furan-, and thiophene-substituted alcohols) with high efficiency when used in low catalyst loadings (1 mol %). Tertiary amine formation via polyalkylation does not occur, making this ruthenium system an excellent catalyst ...

Iron-catalyzed carbometalation of propargylic and homopropargylic alcohols.

Nucleophilic addition to alkynes represents an attractive approach to the synthesis of olefins. Obstacles to this strategy include the low reactivity of alkynes toward many organometallic reagents and difficulties associated with controlling the regioselectivity of addition. Here we demonstrate that Fe(III) salts are effective precatalysts for the carbometalation of alkynes. Primary and seconda...