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

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...

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Detalles Bibliográficos
Autores principales: Kruithof, Art, Ploeger, Marten L., Janssen, Elwin, Helliwell, Madeleine, de Kanter, Frans J. J., Ruijter, Eelco, Orru, Romano V. A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268911/
https://www.ncbi.nlm.nih.gov/pubmed/22318323
http://dx.doi.org/10.3390/molecules17021675
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author Kruithof, Art
Ploeger, Marten L.
Janssen, Elwin
Helliwell, Madeleine
de Kanter, Frans J. J.
Ruijter, Eelco
Orru, Romano V. A.
author_facet Kruithof, Art
Ploeger, Marten L.
Janssen, Elwin
Helliwell, Madeleine
de Kanter, Frans J. J.
Ruijter, Eelco
Orru, Romano V. A.
author_sort Kruithof, Art
collection PubMed
description 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.
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spelling pubmed-62689112018-12-10 Multicomponent Synthesis of 3,6-Dihydro-2H-1,3-thiazine-2-thiones Kruithof, Art Ploeger, Marten L. Janssen, Elwin Helliwell, Madeleine de Kanter, Frans J. J. Ruijter, Eelco Orru, Romano V. A. Molecules Communication 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. MDPI 2012-02-08 /pmc/articles/PMC6268911/ /pubmed/22318323 http://dx.doi.org/10.3390/molecules17021675 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Communication
Kruithof, Art
Ploeger, Marten L.
Janssen, Elwin
Helliwell, Madeleine
de Kanter, Frans J. J.
Ruijter, Eelco
Orru, Romano V. A.
Multicomponent Synthesis of 3,6-Dihydro-2H-1,3-thiazine-2-thiones
title Multicomponent Synthesis of 3,6-Dihydro-2H-1,3-thiazine-2-thiones
title_full Multicomponent Synthesis of 3,6-Dihydro-2H-1,3-thiazine-2-thiones
title_fullStr Multicomponent Synthesis of 3,6-Dihydro-2H-1,3-thiazine-2-thiones
title_full_unstemmed Multicomponent Synthesis of 3,6-Dihydro-2H-1,3-thiazine-2-thiones
title_short Multicomponent Synthesis of 3,6-Dihydro-2H-1,3-thiazine-2-thiones
title_sort multicomponent synthesis of 3,6-dihydro-2h-1,3-thiazine-2-thiones
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268911/
https://www.ncbi.nlm.nih.gov/pubmed/22318323
http://dx.doi.org/10.3390/molecules17021675
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