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Volume 14
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10.3390/ijms140612484
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Open AccessArticle

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

by
Jintao Han
1,
Hongbo Dong
1,
Zhihong Xu
1,2,
Jianping Lei
1 and
Mingan Wang
1,*
1
Department of Applied Chemistry, China Agricultural University, Beijing 100193, China
2
College of Agriculture, Yangtze University, Jingzhou 434025, Hubei, China
*
Author to whom correspondence should be addressed.
Int. J. Mol. Sci. 2013, 14(6), 12484-12495; https://doi.org/10.3390/ijms140612484
Received: 6 May 2013 / Revised: 28 May 2013 / Accepted: 29 May 2013 / Published: 13 June 2013
(This article belongs to the Section Molecular Toxicology)
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Abstract

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. View Full-Text
Keywords: 5-arylidene thiohydantoin; sulfonylation; desulfination; arylsulfonyl chloride 5-arylidene thiohydantoin; sulfonylation; desulfination; arylsulfonyl chloride
This is an open access article distributed under the Creative Commons Attribution License

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MDPI and ACS Style

Han, J.; Dong, H.; Xu, Z.; Lei, J.; Wang, M. Facile Synthesis of 5-Arylidene Thiohydantoin by Sequential Sulfonylation/Desulfination Reaction. Int. J. Mol. Sci. 2013, 14, 12484-12495. https://doi.org/10.3390/ijms140612484

AMA Style

Han J, Dong H, Xu Z, Lei J, Wang M. Facile Synthesis of 5-Arylidene Thiohydantoin by Sequential Sulfonylation/Desulfination Reaction. International Journal of Molecular Sciences. 2013; 14(6):12484-12495. https://doi.org/10.3390/ijms140612484

Chicago/Turabian Style

Han, Jintao; Dong, Hongbo; Xu, Zhihong; Lei, Jianping; Wang, Mingan. 2013. "Facile Synthesis of 5-Arylidene Thiohydantoin by Sequential Sulfonylation/Desulfination Reaction" Int. J. Mol. Sci. 14, no. 6: 12484-12495. https://doi.org/10.3390/ijms140612484

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