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Molecules 2014, 19(9), 13631-13642; doi:10.3390/molecules190913631

A One-Pot Approach to Pyridyl Isothiocyanates from Amines

Department of Applied Chemistry, College of Science, China Agricultural University, No. 2 Yuanmingyuan West Road, Beijing 100193, China
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Received: 9 August 2014 / Revised: 27 August 2014 / Accepted: 28 August 2014 / Published: 2 September 2014
(This article belongs to the Section Organic Synthesis)
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Abstract

A one-pot preparation of pyridyl isothiocyanates (ITCs) from their corresponding amines has been developed. This method involves aqueous iron(III) chloride-mediated desulfurization of a dithiocarbamate salt that is generated in situ by treatment of an amine with carbon disulfide in the present of DABCO or sodium hydride. The choice of base is of decisive importance for the formation of the dithiocarbamate salts. This one-pot process works well for a wide range of pyridyl ITCs. Utilizing this protocol, some highly electron-deficient pyridyl and aryl ITCs are obtained in moderate to good yields. View Full-Text
Keywords: isothiocyanates; bases; iron(III) chloride; pyridyl amines; one-pot process isothiocyanates; bases; iron(III) chloride; pyridyl amines; one-pot process
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MDPI and ACS Style

Zhang, H.; Liu, R.-Q.; Liu, K.-C.; Li, Q.-B.; Li, Q.-Y.; Liu, S.-Z. A One-Pot Approach to Pyridyl Isothiocyanates from Amines. Molecules 2014, 19, 13631-13642.

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