New Synthetic Applications of Indium Organometallics in Cross-Coupling Reactions

Abstract

The use of indium organometallics in multifold and sequential cross-coupling reactions is reported. Triorganoindium reagents (R 3 In) react, under palladium catalysis, with oligohaloarenes affording the multiple cross-coupling products in a single operation. In the reaction, the three organic groups (alkyl, aryl, alkenyl or alkynyl) attached to indium are efficiently transferred to the electrophile, with only a slight excess of organometallic reagent. We demonstrate that indium organometallics are useful reagents for sequential cross-coupling reactions. This reaction illustrates the high chemoselectivity of R 3 In. 1 Introduction 2 Results and Discussion 2.1 Multifold Cross-Coupling Reactions 2.2 Sequential Cross-Coupling Reactions 3 Conclusion