Synthesis of 3,4-disubstituted maleimides by selective cross-coupling reactions using indium organometallics.

Bouissane, L.; Pérez Sestelo, J.; Sarandeses, L. A.


Org. Lett. 2009, 11, 1285–1288 (DOI: 10.1021/ol900063p).

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Unsymmetrical 3,4-disubstituted maleimides have been synthesized by palladium-catalyzed cross-coupling reactions of indium organometallics with 3,4-dihalomaleimides. The synthesis was performed by stepwise or sequential one-pot palladium-catalyzed cross-coupling reactions with various triorganoindium reagents. This method was used to prepare a wide variety of alkyl, aryl, heteroaryl, and alkynyl 3,4-disubstituted maleimides in good yields and with high selectivity and atom economy.