Issue 11, 2011

A green protocol for the synthesis of conformationally rigid sulfur linked bisquinolines by double Friedlander reaction in water

Abstract

A series of bis(2-aryl-4-arylquinolin-3-yl)sulfanes and 1,2-bis(2-aryl-4-arylquinolin-3-yl)disulfanes were synthesised in good to excellent yields by double Friedlander reaction between 2-[(2-oxo-2-arylethyl)sulfanyl]-1-aryl-1-ethanones/2-[(2-oxo-2-arylethyl)disulfanyl]-1-aryl-1-ethanones and 2-aminobenzophenone with p-toluenesulfonic acid in water medium. An interesting restricted rotation of aryl rings has been noticed in bis(2-aryl-4-arylquinolin-3-yl)sulfanes as revealed by NMR and crystal data.

Graphical abstract: A green protocol for the synthesis of conformationally rigid sulfur linked bisquinolines by double Friedlander reaction in water

Supplementary files

Article information

Article type
Paper
Submitted
20 Jun 2011
Accepted
15 Aug 2011
First published
08 Sep 2011

New J. Chem., 2011,35, 2607-2613

A green protocol for the synthesis of conformationally rigid sulfur linked bisquinolines by double Friedlander reaction in water

N. Paul, S. Muthusubramanian and N. Bhuvanesh, New J. Chem., 2011, 35, 2607 DOI: 10.1039/C1NJ20539K

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