• A sustainable process for gram-scale synthesis of stereoselective aryl substituted (E)-2-thiocyanatoacrylic acids

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      https://www.ias.ac.in/article/fulltext/jcsc/130/02/0015

    • Keywords

       

      (E)-2-thiocyanatoacrylic acids; Knoevenagel condensation; stereoselective synthesis; gram-scale synthesis

    • Abstract

       

      We have developed a new, simple and sustainable process for stereoselective synthesis of aryl substituted (E)-2-thiocyanatoacrylic acids by nucleophilic substitution and Knoevenagel condensation involving chloroacetic acid, ammonium thiocyanate and aromatic aldehydes at room temperature. The selectivity was controlled by appropriately choosing aromatic aldehydes. The influence of intramolecular hydrogen bonding of 3-(2-hydroxyphenyl)-2-thiocyanatoacrylic acid involves the formation (Z) isomers. The salient features of the present protocol are mild reaction conditions, excellent yield, easy filtration, clean reaction profiles and applicability towards gram-scale synthesis. Importantly, the synthetic application of this protocol leads to the emergence of various biologically important compounds

    • Author Affiliations

       

      RAJAN ABRAHAM PRAKASH PERIAKARUPPAN1

      1. Department of Chemistry, Thiagarajar College, Madurai, Tamil Nadu 625 009, India
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  • Journal of Chemical Sciences | News

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