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Facile synthesis of 5-arylidene thiohydantoin by sequential sulfonylation/desulfination reaction.


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.

SUBMITTER: Han J 

PROVIDER: S-EPMC3709795 | biostudies-literature | 2013 Jun

REPOSITORIES: biostudies-literature

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Facile synthesis of 5-arylidene thiohydantoin by sequential sulfonylation/desulfination reaction.

Han Jintao J   Dong Hongbo H   Xu Zhihong Z   Lei Jianping J   Wang Mingan M  

International journal of molecular sciences 20130613 6


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 again  ...[more]

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