4.4 Article

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

Journal

TETRAHEDRON LETTERS
Volume 46, Issue 16, Pages 2927-2930

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.02.137

Keywords

palladium-catalyzed cross-coupling; alkynylzincs; benzylic electrophiles; benzylated alkynes; Pd(DPEphOS)Cl2-

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The reaction of alkynylzinc bromides with benzyl bromides or chlorides in the presence of a catalytic amount of Pd(DPE-phos)Cl-2 in THF at 23 degrees C cleanly produces the corresponding benzylated alkynes in 73-97% yields. With 10(-3) mol% of Pd(DPE-phos)Cl-2, the maximum turnover number of 7.1 x 10(4) has been observed for the formation of PhC CCH2Ph. (c) 2005 Published by Elsevier Ltd.

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