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Synthesis 2008(24): 3988-3994
DOI: 10.1055/s-0028-1083251
DOI: 10.1055/s-0028-1083251
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New YorkPalladium-Catalyzed Cross-Coupling Reactions of 1,2-Diiodoalkenes with Terminal Alkynes: Selective Synthesis of Unsymmetrical Buta-1,3-diynes and 2-Ethynylbenzofurans
Further Information
Received
30 June 2008
Publication Date:
01 December 2008 (online)
Publication History
Publication Date:
01 December 2008 (online)

Abstract
(E)-1,2-Diiodoalkenes were found to be effective building blocks for the preparation of unsymmetrical buta-1,3-diynes and 2-ethynylbenzofurans. In the presence of palladium(II) acetate and copper(I) iodide, unsymmetrical buta-1,3-diynes were selectively obtained in moderate to good yields. Moreover, 2-ethynylbenzofurans were obtained in one pot from the reaction of 2-ethynylphenol with (E)-1,2-diiodoalkenes, palladium(II) acetate, and copper(I) iodide by simple heating.
Key words
palladium(II) acetate - copper(I) iodide - (E)-1,2-diiodoalkene - terminal alkyne - buta-1,3-diyne - 2-ethynylbenzofuran
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