Issue 14, 2016

An efficient synthesis of 2-thio-5-amino substituted benzoquinones via KI catalyzed cascade oxidation/Michael addition/oxidation starting from hydroquinone

Abstract

A simple and efficient synthesis of 2-thio-5-amino substituted benzoquinones via KI catalyzed cascade oxidation/S-Michael addition/oxidation/N-Michael addition/oxidation starting from hydroquinone, amines and S-alkylisothiouronium salts was described. Various 2-thio-5-amino substituted benzoquinones were obtained by this method in moderate to good yields. The use of S-alkylisothiouronium salts as thiol equivalents is more convenient and environmental friendly.

Graphical abstract: An efficient synthesis of 2-thio-5-amino substituted benzoquinones via KI catalyzed cascade oxidation/Michael addition/oxidation starting from hydroquinone

Supplementary files

Article information

Article type
Communication
Submitted
12 Dec 2015
Accepted
20 Jan 2016
First published
22 Jan 2016

RSC Adv., 2016,6, 11378-11381

An efficient synthesis of 2-thio-5-amino substituted benzoquinones via KI catalyzed cascade oxidation/Michael addition/oxidation starting from hydroquinone

Y. Lu, Y. Zhao, S. Wang, X. Wang, Z. Ge and R. Li, RSC Adv., 2016, 6, 11378 DOI: 10.1039/C5RA26524J

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