Direct thiocyanation of ketene dithioacetals under transition-metal-free conditions
The first direct thiocyanation of ketene dithioacetals has been accomplished in the presence of N-chlorosuccinimide (NCS) and NH4SCN under transition-metal-free conditions. The operationally simple one-pot procedure, which is insensitive to air, was found to be well-tolerated by a wide range of subs...
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Published in | ORGANIC CHEMISTRY FRONTIERS Vol. 4; no. 3; pp. 369 - 372 |
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Main Authors | , , , , , , , |
Format | Journal Article |
Language | English |
Published |
CAMBRIDGE
Royal Soc Chemistry
01.03.2017
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Subjects | |
Online Access | Get more information |
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Summary: | The first direct thiocyanation of ketene dithioacetals has been accomplished in the presence of N-chlorosuccinimide (NCS) and NH4SCN under transition-metal-free conditions. The operationally simple one-pot procedure, which is insensitive to air, was found to be well-tolerated by a wide range of substrates. Terminal alkenes and hydrazine were identified to be qualified candidates for the process as well. Furthermore, the product could be successfully transformed into synthetically and biologically interesting -SCF3 substituted N-heteroaromatic compounds and thiotetrazole containing compounds. |
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ISSN: | 2052-4129 |
DOI: | 10.1039/c6qo00676k |