Next Article in Journal
Phytochemical and Antioxidant-Related Investigations on Bark of Abies spectabilis (D. Don) Spach. from Nepal
Next Article in Special Issue
One-Pot Ugi/Aza-Michael Synthesis of Highly Substituted 2,5-Diketopiperazines with Anti-Proliferative Properties
Previous Article in Journal
Chiral Flavanones from Amygdalus lycioides Spach: Structural Elucidation and Identification of TNFalpha Inhibitors by Bioactivity-guided Fractionation
Previous Article in Special Issue
Prebiotic Activity of Polysaccharides Extracted from Gigantochloa Levis (Buluh beting) Shoots
Article Menu

Article Versions

Export Article

Open AccessCommunication
Molecules 2012, 17(2), 1675-1685; doi:10.3390/molecules17021675

Multicomponent Synthesis of 3,6-Dihydro-2H-1,3-thiazine-2-thiones

Department of Chemistry and Pharmaceutical Sciences, Amsterdam Institute for Molecules, Medicines and Systems, VU University, De Boelelaan 1083, 1081HV Amsterdam, The Netherlands
School of Chemistry, University of Manchester, Brunswick Street, Manchester, M13 9PL, UK
Author to whom correspondence should be addressed.
Received: 5 January 2012 / Revised: 20 January 2012 / Accepted: 29 January 2012 / Published: 8 February 2012
(This article belongs to the Special Issue Multicomponent Reaction)
Download PDF [259 KB, uploaded 18 June 2014]   |  


Non-fused 3,6-dihydro-2H-1,3-thiazine-2-thiones constitute a so far rather unexplored class of compounds, with the latest report dating back more than two decades. Thiazine-2-thiones contain an endocyclic dithiocarbamate group, which is often found in pesticides, in substrates for radical chemistry and in synthetic intermediates towards thioureas and amidines. We now report the multicomponent reaction (MCR) of in situ-generated 1-azadienes with carbon disulfide. With this reaction, a one-step protocol towards the potentially interesting 3,6-dihydro-2H-1,3-thiazine-2-thiones was established and a small library was synthesized.
Keywords: 3,6-dihydro-2H-1,3-thiazine-2-thiones; cyclic dithiocarbamates; multi-component reactions; molecular complexity; carbon disulfide; 1-azadiene 3,6-dihydro-2H-1,3-thiazine-2-thiones; cyclic dithiocarbamates; multi-component reactions; molecular complexity; carbon disulfide; 1-azadiene

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Supplementary material

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Kruithof, A.; Ploeger, M.L.; Janssen, E.; Helliwell, M.; Kanter, F.J.J.; Ruijter, E.; Orru, R.V.A. Multicomponent Synthesis of 3,6-Dihydro-2H-1,3-thiazine-2-thiones. Molecules 2012, 17, 1675-1685.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics



[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top