Palladium-catalyzed alkynylselenation of acetylenedicarboxylates leading to enyne selenides and application to synthesis of multisubstituted aryl selenides

Upon treatment of a mixture of alkynyl selenides and acetylenedicarboxylates with Pd(OAc)(2)/P(o-tol)(3)/K2CO3/H2O-catalytic system, the alkynylselenation of acetylenedicarboxylates takes place to give the corresponding alkynylvinyl selenides. Furthermore, alkynyl selenides undergo the intermolecular [2+2+2] cycloaddition reaction in the presence of PdCl2(PPh3)(2) as a catalyst, affording the corresponding multisubstituted aryl selenides selectively.(C) 2010 Elsevier Ltd. All rights reserved.