A facile and efficient procedure for the synthesis of substituted thiazole-2(3H)-thiones and thiazolidine-2-thiones by the reaction of primary amines, carbon disulfide, and nitroepoxides is described. By using secondary amines in this protocol, the corresponding dithiocarbamate-substituted phenyl-2-propanones were prepared in excellent yields. In addition, substituted thiazoles and 1-(alkylthio)-1-phenylpropan-2-ones were prepared in reactions of S-alkyl dithiocarbamates and nitroepoxides.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.orglett.7b03501 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Synthesis of -Alkyl Dithiocarbamates via Multicomponent Reaction of Cyclic Sulfonium Salts with CS and Amines.
J Org Chem
October 2024
Key Laboratory of Comprehensive Utilization of Advantage Plants Resources of Southern Hunan, College of Chemistry and Bioengineering, Hunan University of Science and Engineering, Yongzhou 425100, China.
Article Synopsis
- A new method has been discovered to create -alkyl dithiocarbamates using a three-component reaction involving sulfonium salts, carbon disulfide (CS), and amines.
- This synthesis is efficient and does not require any catalysts or additives, allowing it to be performed under mild, open-air conditions.
- The method shows promise for applications in fields like pharmaceutical and sulfur chemistry.
Conversion of Acids to -Alkyl Dithiocarbamates by Decarboxylative Sulfuration Using Visible-Light Photocatalysis.
Org Lett
October 2024
School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, China.
-Alkyl dithiocarbamates, as an important class of sulfur-containing compounds, play pivotal roles in diverse fields, yet methods for the synthesis that start from simple, readily available feedstocks and exhibit mild conditions and structurally diverse products are scarce. In this work, we developed an efficient approach for the synthesis of various -alkyl dithiocarbamates via visible-light photocatalysis with readily available and structurally diverse alkyl carboxylic acids (primary, secondary, and tertiary acids, amino acids, etc.) and disulfide tetraalkylthiuram as the starting materials.
View Article and Find Full Text PDF-alkyl Dithiocarbamates Synthesis through Electrochemical Multicomponent Reaction of Thiols, Hydrogen Sulfide, and Isocyanides.
J Org Chem
September 2023
Tianjin Institute of Industrial Biotechnology, Chinese Academy of Sciences, National Center of Technology Innovation for Synthetic Biology, Tianjin 300308, PR China.
Dithiocarbamates synthesis is extremely important in plenty of biomedical and agrochemical applications, especially fungicide development, but remains a great challenge. In this work, we have successfully developed a multicomponent reaction protocol to convert HS into -alkyl dithiocarbamates under constant current conditions. No additional oxidants nor additional catalysts are required, and due to mild conditions, the reactions display a broad substrate scope, including varieties of thiols or disulfides.
View Article and Find Full Text PDFEffect of Macromolecular Structure on Phase Separation Regime in 3D Printed Materials.
Macromol Rapid Commun
December 2023
Cluster for Advanced Macromolecular Design, School of Chemical Engineering, University of New South Wales, Sydney, NSW, 2052, Australia.
In this study, the fabrication of 3D-printed polymer materials with controlled phase separation using polymerization induced microphase separation (PIMS) via photoinduced 3D printing is demonstrated. While many parameters affecting the nanostructuration in PIMS processes are extensively investigated, the influence of the chain transfer agent (CTA) end group, i.e.
View Article and Find Full Text PDFCatalyst- and additive-free syntheses of rhodanine and -alkyl dithiocarbamate derivatives from sulfoxonium ylides.
Chem Commun (Camb)
February 2023
Department of Chemistry, Institute of Science, Banaras Hindu University, Varanasi 221 005, India.
An efficient catalyst- and additive-free facile access to rhodanine and -alkyl dithiocarbamate derivatives multi-component reaction of amines, CS and α-ester sulfoxonium ylides in methanol has been described. The new synthetic methods offer excellent synthetic prospects for several functionalized rhodanines and -alkyl dithiocarbamates with simple operational procedures.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!