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Catalysts 2016, 6(8), 126; doi:10.3390/catal6080126

Highly Efficient One-Pot Synthesis of 2,4-Disubstituted Thiazoles Using Au(I) Catalyzed Oxidation System at Room Temperature

Department of Environment and Technology, Nanjing Institute of Technology, Nanjing 211167, China
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Author to whom correspondence should be addressed.
Academic Editor: Xiao-Feng Wu
Received: 25 July 2016 / Revised: 13 August 2016 / Accepted: 15 August 2016 / Published: 20 August 2016
(This article belongs to the Special Issue Organometallic Catalysis for Organic Synthesis)
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Abstract

In the present work, gold complex catalysts with Mor-DalPhos ligands were successfully prepared using mesylates as counter ions. Seven ammonium sulfonates were synthesized to promote the production of intermediate sulfonyloxymethyl ketone. It was found that low-acidity N,N-dimethylbenzenaminium methanesulfonate showed excellent activity in the reaction. Furthermore, the catalysts effectively avoided the loss of activity due to the low acidity. Various thioamides were directly added to the resulting reaction mixture without the separation of intermediate product. Then, twenty kinds of 2,4-disubstituted thiazoles were efficiently synthesized at room temperature with the highest yield of 91%. This work provides an efficiency and mild gold-catalyzed oxidation system for the one-pot synthesis of thiazole and its derivatives. View Full-Text
Keywords: thiazole; terminal alkyne; thioamide; Au(I) complexes; ammonium sulfonate thiazole; terminal alkyne; thioamide; Au(I) complexes; ammonium sulfonate
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Wu, G.; Wang, X.; Liu, H. Highly Efficient One-Pot Synthesis of 2,4-Disubstituted Thiazoles Using Au(I) Catalyzed Oxidation System at Room Temperature. Catalysts 2016, 6, 126.

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