Palladium-catalyzed reactions of arylindium reagents prepared directly from aryl iodides and indium metal.

ABSTRACT: Treatment of aryl iodides with indium metal in the presence of lithium chloride leads to the formation of an organoindium reagent capable of participating in cross-coupling reactions under transition-metal catalysis. Combination with aryl halides in the presence of 5 mol % Cl2Pd(dppf) furnishes biaryl compounds in good yields; similarly, reaction with acyl halides or allylic acetates/carbonates in the presence of 5-10 mol % palladium catalyst leads to arylketones and allylic substitution products, respectively, in moderate yields. The reactions are tolerant of the presence of protic solvents, and approximately 85% of the indium metal employed can be recovered by reduction of the residual indium salts with zinc(0).

SUBMITTER: Papoian V 

PROVIDER: S-EPMC2548319 | biostudies-literature | 2008 Sep

REPOSITORIES: biostudies-literature