Tetrahedron letters

Palladium-catalyzed cross-coupling reaction of alkynylzincs with benzylic electrophiles

M Qian, E Negishi

Index: Qian, Mingxing; Negishi, Ei-Ichi Tetrahedron Letters, 2005 , vol. 46, # 16 p. 2927 - 2930

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Citation Number: 64

Abstract

The reaction of alkynylzinc bromides with benzyl bromides or chlorides in the presence of a catalytic amount of Pd (DPEphos) Cl2 in THF at 23° C cleanly produces the corresponding benzylated alkynes in 73–97% yields. With 10− 3mol% of Pd (DPEphos) Cl2, the maximum turnover number of 7.1× 104 has been observed for the formation of PhCCCH2Ph.