I2/CuCl2-promoted one-pot three-component synthesis of aliphatic or aromatic substituted 1,2,3-thiadiazoles

An efficient I2/CuCl2-promoted one-pot three-component strategy for the construction of 1,2,3-thiadiazoles from aliphatic- or aromatic-substituted methyl ketones, p-toluenesulfonyl hydrazide, and potassium thiocyanate has been developed. Simple and commercially available starting materials, a broad...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2019, Vol.55 (56), p.8134-8137
Main Authors: Wang, Can, Geng, Xiao, Zhao, Peng, Zhou, You, Yan-Dong, Wu, Yan-Fang, Cui, An-Xin, Wu
Format: Article
Language:English
Subjects:
Aliphatic compounds
Copper chloride
Crystallography
Functional groups
Ketones
Potassium
Substitutes
Substrates
Synthesis
Thiadiazoles
Thiocyanates
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Summary:An efficient I2/CuCl2-promoted one-pot three-component strategy for the construction of 1,2,3-thiadiazoles from aliphatic- or aromatic-substituted methyl ketones, p-toluenesulfonyl hydrazide, and potassium thiocyanate has been developed. Simple and commercially available starting materials, a broad substrate scope, and excellent functional group tolerability make this strategy practical for applications. Furthermore, 1,2,3-thiadiazole synthesis was realized by using potassium thiocyanate as an odorless sulfur source.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc04254g