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Selective carboxylate directed ortho functionalization in copper catalyzed reactions of polyiodo aromatics: A straightforward preparation of 5,7-diiodo-1H-isochromen-1-ones

Abstract : A facile, and totally regioselective one-pot approach to synthesize 5,7-diiodo-3-substituted-isocoumarins is described. This reaction was realized by using copper iodide as the catalyst under mild reaction conditions. The methodology was used to design a wide variety of compounds and was tolerant to a large number of functional groups. Interestingly, among the three possible carbon-iodine bonds, only one was reactive, which left the two others intact for further functionalization.
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Submitted on : Monday, May 25, 2020 - 5:05:46 PM
Last modification on : Thursday, April 21, 2022 - 3:31:10 AM

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Elsa Anselmi, Zineb Bahlaouan, Samuel Inack Ngi, Jean Luc Parrain, Emmanuel Magnier, et al.. Selective carboxylate directed ortho functionalization in copper catalyzed reactions of polyiodo aromatics: A straightforward preparation of 5,7-diiodo-1H-isochromen-1-ones. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2017, pp.6131-6136. ⟨10.1002/ejoc.201700859⟩. ⟨hal-02619447⟩

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