Ni-catalyzed regioselective three-component coupling of alkyl halides, arylalkynes, or enynes with R-M (M = MgX', ZnX').

Ni-Catalyzed Regioselective Three-Component Coupling of Alkyl Halides, Arylalkynes, or Enynes with Ar-M (M = MgX, ZnX)

Z-Selective Olefin Synthesis via Iron-Catalyzed Reductive Coupling of Alkyl Halides with Terminal Arylalkynes

Selective catalytic synthesis of Z-olefins has been challenging. Here we describe a method to produce 1,2-disubstituted olefins in high Z selectivity via reductive cross-coupling of alkyl halides with terminal arylalkynes. The method employs inexpensive and nontoxic catalyst (iron(II) bromide) and reductant (zinc). The substrate scope encompasses primary, secondary, and tertiary alkyl halides, ...

Mild ketone formation via Ni-catalyzed reductive coupling of unactivated alkyl halides with acid anhydrides.

Ni-catalyzed ketone formation through mild reductive coupling of a diverse set of unactivated alkyl bromides and iodides with particularly aryl acid anhydrides was successfully developed using zinc as the terminal reductant. These conditions also allow direct coupling of alkyl iodides with aryl acids in the presence of Boc(2)O and MgCl(2).

Copper(I)-catalyzed synthesis of 1,3-enynes via coupling between vinyl halides and alkynes or domino coupling of vinyl halides.

1,3-Enynes were easily prepared from coupling between vinyl halides and alkynes or domino coupling of vinyl halides in the presence of copper iodide. It is noteworthy that the double-bond geometry of the vinyl halides was retained during the reaction. This ligand-free protocol is potentially useful and practical.

Cu-catalyzed regioselective carbomagnesiation of dienes and enynes with sec- and tert-alkyl Grignard reagents.

The carbomagnesiation of dienes and enynes with sec- and tert-alkyl Grignard reagents has been achieved by using copper salts as catalysts.