Pincer Nickel-Catalyzed Olefination of Alcohols with Benzylphosphine Oxides.

N,N,P-Pincer nickel complexes effectively catalyze reaction of alcohols with benzylphosphine oxides to form alkenes in good yields. The protocol suits for a wide scope of substrates and generates only E-configurated alkenes. The method also shows good compatibility of functional groups. Methoxy, methylthio, trifluoromethyl, ketal, fluoro, chloro, bromo, thienyl, and furyl groups are tolerated. The mechanism studies support that the reaction proceeds through catalytic dehydrogenation of alcohols to aldehydes or ketones followed by condensation with benzyldiphenylphosphine oxides in the presence of KOtBu.

Ruthenium(II)-Catalyzed S(II)-Directed Aromatic C-H Allylation with Vinylaziridines.

The ruthenium-catalyzed reaction of aryl methyl thioethers with vinylaziridines affords ortho-position mono- or bis-allylation products depending on substituents on the phenyl rings of sulfide substrates or the ratio of reactants. The reaction also features mild reaction conditions, good product yields, wide scope of substrates, good compatibility of functional groups, and the selective formation of E-configurated C-C double bonds.

Copper-Catalyzed Reaction of 2,3-Allenols with Silylzinc Reagents: Access to 2-Silyl-1,3-butadienes.

Reaction of 2,3-allenols with PhMe2SiZnCl or Ph2MeSiZnCl under catalysis of IPrCuCl or SIPrCuCl was carried out, affording 2-silyl-1,3-butadienes. Secondary and tertiary 2,3-allenols could be used as coupling partners. Reaction of secondary 2,3-allenols gave (E)-2-silyl-1,3-butadienes as the only products.