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Synthesis 2018; 50(13): 2617-2623
DOI: 10.1055/s-0036-1591570
DOI: 10.1055/s-0036-1591570
paper
First TDAE Reactivity Using Benzonitrile Derivatives as Substrates and Its Application to the Synthesis of 3-Substituted Isochroman-1-ones
This work was supported by the CNRS (Centre National de la Recherche Scientifique) and Aix-Marseille University.Further Information
Publication History
Received: 25 January 2018
Accepted after revision: 26 March 2018
Publication Date:
24 April 2018 (online)
In memory of Professor Jacques Barbe
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 °C over five hours. These reactions furnished the corresponding 3-substituted isochroman-1-one derivatives in good yields.
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