title: 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.
authors.affiliation: Department of Applied Chemistry, China Agricultural University, Beijing 100193, China. wangma@cau.edu.cn.
authors.forename: Jintao
authors.initials: J
authors.lastname: Han
authors.forename: Hongbo
authors.initials: H
authors.lastname: Dong
authors.forename: Zhihong
authors.initials: Z
authors.lastname: Xu
authors.forename: Jianping
authors.initials: J
authors.lastname: Lei
authors.forename: Mingan
authors.initials: M
authors.lastname: Wang
mesh_terms: D001597:Benzylidene Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D005658:Fungi / Q000187:drug effects; D005659:Fungicides, Industrial / Q000737:chemistry / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D013451:Sulfonic Acids / Q000737:chemistry*; D013867:Thiohydantoins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D001597:Benzylidene Compounds; D005659:Fungicides, Industrial; D013451:Sulfonic Acids; D013867:Thiohydantoins