Issue 105, 2014

A metal-free and a solvent-free synthesis of thio-amides and amides: an efficient Friedel–Crafts arylation of isothiocyanates and isocyanates

Abstract

A rapid, metal-free and solvent-free (very low loading of solvent in few cases) reaction conditions for synthesizing thioamides and amides using a Bronsted super acid such as triflic acid has been developed. This method shows a broad substrate scope with a variety of electron-rich arenes including thiophene derivatives. The reaction works well for both aromatic as well as aliphatic isothiocyanates. Most of the thioamides are obtained in excellent yields in short reaction times and in most of the examples, a simple work up procedure has been developed which does not require further purification.

Graphical abstract: A metal-free and a solvent-free synthesis of thio-amides and amides: an efficient Friedel–Crafts arylation of isothiocyanates and isocyanates

Supplementary files

Article information

Article type
Paper
Submitted
13 Sep 2014
Accepted
03 Nov 2014
First published
03 Nov 2014

RSC Adv., 2014,4, 60798-60807

Author version available

A metal-free and a solvent-free synthesis of thio-amides and amides: an efficient Friedel–Crafts arylation of isothiocyanates and isocyanates

B. V. Varun, A. Sood and K. R. Prabhu, RSC Adv., 2014, 4, 60798 DOI: 10.1039/C4RA12944J

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