Selective carboxylate directed ortho functionalization in copper catalyzed reactions of polyiodo aromatics: A straightforward preparation of 5,7-diiodo-1H-isochromen-1-ones - INRAE - Institut national de recherche pour l’agriculture, l’alimentation et l’environnement
Article Dans Une Revue European Journal of Organic Chemistry Année : 2017

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

Résumé

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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Dates et versions

hal-02619447 , version 1 (25-05-2020)

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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, 2017, 41, pp.6131-6136. ⟨10.1002/ejoc.201700859⟩. ⟨hal-02619447⟩
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