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Synlett 1999; 1999(4): 456-458
DOI: 10.1055/s-1999-2639
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A Highly Efficient Synthesis of 1-Alkylidene-1,3-Dihydroisobenzofurans and 3-Alkylidene Isobenzofuran-1 (3H)-ones(phthalides) through Palladium-Copper Catalysis using Acetylenic Carbinols als Synthons

M. Wahab Khan* , Nitya G. Kundu
  • *Department of Organic Chemistry, Indian Association for the Cultivation of Science, Jadavpur, Calcutta 700 032, India; Fax +91(33)4 73 28 05; E-mail: ocngk@mahendra.iacs.res.in
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Publication Date:
31 December 1999 (online)

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The reaction of o-iodobenzyl alcohol with various acetylenic carbinols with a terminal acetylenic group in the presence of a palladium catalyst leads to E-1-alkylidene-1,3-dihydroisobenzofurans as the exclusive products which were converted readily to E-3-alkylidene phthalides by Jones oxidation.

isobenzofurans - phthalides - palladium catalysis - acetylenic carbinols

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