Issue 50, 2014

d-Glucosamine as a green ligand for copper catalyzed synthesis of aryl sulfones from aryl halides and sodium sulfinates

Abstract

D-Glucosamine is reported for the first time as a green ligand for copper catalyzed coupling of aryl halides and sodium sulfinates, which provides a simple and extremely efficient new route to unsymmetrical diaryl sulfones. The catalytic reaction proceeded in DMSO–H2O at 100 °C and gave a variety of aryl sulfones in high yields. The high water solubility of the ligand enables easy catalyst removal. The scope of the method was validated by a single step synthesis of marketed drug zolimidine, a drug used for peptic ulcers, in 65% yield.

Graphical abstract: d-Glucosamine as a green ligand for copper catalyzed synthesis of aryl sulfones from aryl halides and sodium sulfinates

Supplementary files

Article information

Article type
Communication
Submitted
09 Apr 2014
Accepted
04 Jun 2014
First published
04 Jun 2014

RSC Adv., 2014,4, 26295-26300

Author version available

D-Glucosamine as a green ligand for copper catalyzed synthesis of aryl sulfones from aryl halides and sodium sulfinates

M. Yang, H. Shen, Y. Li, C. Shen and P. Zhang, RSC Adv., 2014, 4, 26295 DOI: 10.1039/C4RA03187C

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