Combinatorial Chemistry & High Throughput Screening

Author(s): Sobhan Rezayati, Fatemeh Sheikholeslami-Farahani, Zinatossadat Hossaini, Rahimeh Hajinasiri and Saeid Afshari Sharif Abad

DOI: 10.2174/1386207319666160709191851

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Regioselctive Thiocyanation of Aromatic and Heteroaromatic Compounds Using a Novel Bronsted Acidic Ionic Liquid

Page: [720 - 727] Pages: 8

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Abstract

A convenient procedure for the preparation of 1-(1-Propylsulfonic)-3- methylimidazolium thiocyanate as a novel Brønsted acidic ionic liquid thiocyanation agent and highly efficient heterogeneous catalytic is described. This catalyst is used in regioselective thiocyanation of indoles, anilines, pyrroles and their derivatives (aromatic and heteroaromatic organic compounds) in the presence of H2O2 as a mild and oxidant in EtOH:H2O (1:1 v/v). These reactions are performed under mild and simple conditions and give regioselective products in high yields and short reaction time.

Keywords: 1-(1-propylsulfonic)-3-methylimidazolium thiocyanate (PSMIM)SCN, brønsted acidic ionic liquid (BAIL), thiocyanation agent, hydrogen peroxide.