• Stereoselective synthesis of 2,3-disubstituted dihydrobenzofuran using alkyne Prins type cyclization to vinylogous carbonates

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      https://www.ias.ac.in/article/fulltext/jcsc/123/06/0943-0949

    • Keywords

       

      Vinylogous carbonates; Prins cyclization; Lewis acids; Sonogashira coupling.

    • Abstract

       

      An intramolecular, alkyne Prins type cyclization of vinylogous carbonates derived from 𝑜-alkynyl phenols is developed for the stereoselective construction of trans-2,3-disubstituted dihydrobenzofuran derivatives. Strong Lewis acids like TMSOTf catalyse this reaction efficiently. The presence of mildly electron donating groups on aryl rings increases the efficiency of the reaction.

    • Author Affiliations

       

      Santosh J Gharpure1 V Prasath1

      1. Department of Chemistry, Indian Institute of Technology Madras, Chennai 600036, India
    • Dates

       
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