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Facile Synthesis of 5-Arylidene Thiohydantoin by Sequential Sulfonylation/Desulfination Reaction

The sequential sulfonylation/desulfination reactions of 5-benzylthiohydantoin with excess arylsulfonyl chlorides in the presence of triethylamine have been developed to afford a wide range of 5-arylidene thiohydantoin derivatives in moderate to excellent yields. A plausible sulfonylation/desulfinati...

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Detalles Bibliográficos
Autores principales: Han, Jintao, Dong, Hongbo, Xu, Zhihong, Lei, Jianping, Wang, Mingan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Molecular Diversity Preservation International (MDPI) 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3709795/
https://www.ncbi.nlm.nih.gov/pubmed/23765221
http://dx.doi.org/10.3390/ijms140612484
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author Han, Jintao
Dong, Hongbo
Xu, Zhihong
Lei, Jianping
Wang, Mingan
author_facet Han, Jintao
Dong, Hongbo
Xu, Zhihong
Lei, Jianping
Wang, Mingan
author_sort Han, Jintao
collection PubMed
description The sequential sulfonylation/desulfination reactions of 5-benzylthiohydantoin with excess arylsulfonyl chlorides in the presence of triethylamine have been developed to afford a wide range of 5-arylidene thiohydantoin derivatives in moderate to excellent yields. A plausible sulfonylation/desulfination mechanism was proposed. The bioassay showed that these compounds exhibit certain fungicidal activities with the 71.9% inhibition rate of 2K against B. cinerea, and 57.6% inhibition rate of 2m against A. solani, respectively.
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spelling pubmed-37097952013-07-12 Facile Synthesis of 5-Arylidene Thiohydantoin by Sequential Sulfonylation/Desulfination Reaction Han, Jintao Dong, Hongbo Xu, Zhihong Lei, Jianping Wang, Mingan Int J Mol Sci Article The sequential sulfonylation/desulfination reactions of 5-benzylthiohydantoin with excess arylsulfonyl chlorides in the presence of triethylamine have been developed to afford a wide range of 5-arylidene thiohydantoin derivatives in moderate to excellent yields. A plausible sulfonylation/desulfination mechanism was proposed. The bioassay showed that these compounds exhibit certain fungicidal activities with the 71.9% inhibition rate of 2K against B. cinerea, and 57.6% inhibition rate of 2m against A. solani, respectively. Molecular Diversity Preservation International (MDPI) 2013-06-13 /pmc/articles/PMC3709795/ /pubmed/23765221 http://dx.doi.org/10.3390/ijms140612484 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland 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 Article
Han, Jintao
Dong, Hongbo
Xu, Zhihong
Lei, Jianping
Wang, Mingan
Facile Synthesis of 5-Arylidene Thiohydantoin by Sequential Sulfonylation/Desulfination Reaction
title Facile Synthesis of 5-Arylidene Thiohydantoin by Sequential Sulfonylation/Desulfination Reaction
title_full Facile Synthesis of 5-Arylidene Thiohydantoin by Sequential Sulfonylation/Desulfination Reaction
title_fullStr Facile Synthesis of 5-Arylidene Thiohydantoin by Sequential Sulfonylation/Desulfination Reaction
title_full_unstemmed Facile Synthesis of 5-Arylidene Thiohydantoin by Sequential Sulfonylation/Desulfination Reaction
title_short Facile Synthesis of 5-Arylidene Thiohydantoin by Sequential Sulfonylation/Desulfination Reaction
title_sort facile synthesis of 5-arylidene thiohydantoin by sequential sulfonylation/desulfination reaction
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3709795/
https://www.ncbi.nlm.nih.gov/pubmed/23765221
http://dx.doi.org/10.3390/ijms140612484
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