Access to Diarylmethanol Skeletons via a Samarium/Copper-Mediated Sequential Three-Component C-H Functionalization Reaction.

A novel three-component reaction was developed via a one-pot strategy for the construction of diarylmethanol esters by using a halobenzene and an ester in ,-dimethylformamide (DMF) under mild conditions. The reaction involves the direct functionalization of halobenzene under the Sm-CuI catalyst system. It was proved that 10% (mol) of CuI is sufficient to realize the reductive coupling reaction.

Samarium-based Grignard-type addition of organohalides to carbonyl compounds under catalysis of CuI.

Grignard-type additions were readily achieved under the mediation of CuI (10 mol%) and samarium (2 equiv.) by employing various organohalides, e.g.

Reductive Homocoupling of Organohalides Using Nickel(II) Chloride and Samarium Metal.

A homocoupling method for organohalides and organosulfonates promoted by samarium metal and HMPA, and catalyzed by NiCl has been developed. Various organohalides (benzyl, aryl, heterocyclic, alkenyl and alkyl halides), α-haloacetophenones, and phenyl organosulfonates were tolerated, and the reaction afforded coupling products with high efficiency. Excellent chemoselectivity was exhibited between halides and other groups, such as -COOH, -NO , halogen, heterocyclic ring, ester, and ketone groups.