First TDAE Reactivity Using Benzonitrile Derivatives as Substrates and Its Application to the Synthesis of 3-Substituted Isochroman-1-ones - Aix-Marseille Université Access content directly
Journal Articles Synthesis: Journal of Synthetic Organic Chemistry Year : 2018

First TDAE Reactivity Using Benzonitrile Derivatives as Substrates and Its Application to the Synthesis of 3-Substituted Isochroman-1-ones

Abstract

The first TDAE-initiated reaction between benzonitrile derivatives as substrates and substituted benzaldehydes to form substituted hydroxyethylbenzonitrile derivatives is reported. The 2-hydroxyethyl benzonitrile derivatives thus formed were good candidates for one-pot lactonization in a mixture of hydrochloric acid and methanol at 70 degrees C over five hours. These reactions furnished the corresponding 3-substituted isochroman-1-one derivatives in good yields.
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hal-02091895 , version 1 (06-04-2019)

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Omar Khoumeri, Thierry Terme, Patrice Vanelle. First TDAE Reactivity Using Benzonitrile Derivatives as Substrates and Its Application to the Synthesis of 3-Substituted Isochroman-1-ones. Synthesis: Journal of Synthetic Organic Chemistry, 2018, 50 (13), pp.2617--2623. ⟨10.1055/s-0036-1591570⟩. ⟨hal-02091895⟩
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