New synthetic applications of indium organometallics in cross-coupling reactions.

Pena, M. A.; Pérez Sestelo, J.; Sarandeses, L. A.


Synthesis 2005, 485–492 (DOI: 10.1055/s-2004-834945).

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The use of indium organometallics in multifold and sequential cross-coupling reactions is reported. Triorganoindium reagents (R3In) 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 R3In.