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[3,3]-Sigmatropic Rearrangement/Haller-Bauer Reaction of Aryl Sulfoxides and Selenoxides with Difluoroenoxysilanes: Access to CF2H-Containing Chalcogenides.
Li, Jinshan; Chen, Yixin; Zhong, Rong; Zhang, Yonggang; Yang, Jianguo; Ding, Hanfeng; Wang, Zhiming.
Affiliation
  • Li J; Advanced Research Institute and Department of Chemistry , Taizhou University , 1139 Shifu Avenue , Taizhou 318000 , P. R. China.
  • Chen Y; Advanced Research Institute and Department of Chemistry , Taizhou University , 1139 Shifu Avenue , Taizhou 318000 , P. R. China.
  • Zhong R; Advanced Research Institute and Department of Chemistry , Taizhou University , 1139 Shifu Avenue , Taizhou 318000 , P. R. China.
  • Zhang Y; Advanced Research Institute and Department of Chemistry , Taizhou University , 1139 Shifu Avenue , Taizhou 318000 , P. R. China.
  • Yang J; Advanced Research Institute and Department of Chemistry , Taizhou University , 1139 Shifu Avenue , Taizhou 318000 , P. R. China.
  • Ding H; Department of Chemistry , Zhejiang University , Hangzhou 310058 , P. R. China.
  • Wang Z; Advanced Research Institute and Department of Chemistry , Taizhou University , 1139 Shifu Avenue , Taizhou 318000 , P. R. China.
Org Lett ; 22(3): 1164-1168, 2020 02 07.
Article de En | MEDLINE | ID: mdl-31944779
ABSTRACT
A mild and general procedure for the difluoromethylation of organochalcogen compounds has been accomplished via sulfoxide and selenoxide-directed [3,3]-sigmatropic rearrangement/Haller-Bauer reaction with difluoroenoxysilanes. The reactions showed good functional group compatibility, wide substrate applicability, and facile scalability. The synthetic utility is highlighted by the iterative use of this protocol to construct multi-CF2H-containing chalcogenides and the late-stage modification of pharmaceuticals.
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Texte intégral: 1 Collection: 01-internacional Base de données: MEDLINE Sujet principal: Silanes / Sulfoxydes / Chalcogènes / Oxydes de sélénium / Hydrocarbures fluorés Langue: En Journal: Org Lett Sujet du journal: BIOQUIMICA Année: 2020 Type de document: Article
Texte intégral
Ajouter à My VHL
Imprimer
XML
PubMed Links
Recherche sur Google

Texte intégral: 1 Collection: 01-internacional Base de données: MEDLINE Sujet principal: Silanes / Sulfoxydes / Chalcogènes / Oxydes de sélénium / Hydrocarbures fluorés Langue: En Journal: Org Lett Sujet du journal: BIOQUIMICA Année: 2020 Type de document: Article