Issue 9, 2011

Reusable and efficient CoCl2 ·6H2O/cationic 2,2’-bipyridyl system-catalyzed S-arylation of aryl halides with thiols in water under air

Abstract

A CoCl2·6H2O/cationic 2,2’-bipyridyl system was proven to be an efficient and reusable catalyst for the coupling of aryl halides with thiols in water under aerobic conditions, leading to the formation of thioethers. Aryl iodides and bromides could couple with various thiols giving the corresponding thioethers using only a 3 mol% catalyst loading in the presence of 1 equiv KOH and 1.5 equiv Zn at 100 °C. For aryl chlorides, reaction at 140 °C and prolongation of the reaction time was performed. After reaction, the residual aqueous solution could be reused several times without any additional treatment and regeneration, making this cobalt-catalyzed S-arylation reaction greener.

Graphical abstract: Reusable and efficient CoCl2 ·6H2O/cationic 2,2’-bipyridyl system-catalyzed S-arylation of aryl halides with thiols in water under air

Supplementary files

Article information

Article type
Paper
Submitted
04 Jul 2011
Accepted
30 Aug 2011
First published
25 Oct 2011

RSC Adv., 2011,1, 1751-1755

Reusable and efficient CoCl2 ·6H2O/cationic 2,2’-bipyridyl system-catalyzed S-arylation of aryl halides with thiols in water under air

M. Lan, W. Wu, S. Huang, K. Luo and F. Tsai, RSC Adv., 2011, 1, 1751 DOI: 10.1039/C1RA00406A

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