Chalcogenide-Catalyzed Intermolecular Electrophilic Thio- And Halofunctionalization of gem-Difluoroalkenes: Construction of Diverse Difluoroalkyl Sulfides and Halides

Quanbin Jiang, Yaoyu Liang, Yuanyuan Zhang, Xiaodan Zhao*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

26 Citations (Scopus)

Abstract

Thio- and halodifluoromethylated compounds are an important class of compounds in medicinal chemistry and organic synthesis. Herein, we report a facile method for the construction of these compounds via chalcogenide-catalyzed intermolecular electrophilic thio- and halofunctionalization of gem-difluoroalkenes. Simple treatment of gem-difluoroalkenes with electrophilic sulfur/halogen reagents and various O- or N-nucleophiles affords diverse multifunctionalized thio- and halodifluoromethylated compounds. This reaction features a relatively broad substrate scope, good functional group tolerance, and mild reaction conditions.

Original languageEnglish
Pages (from-to)7581-7587
Number of pages7
JournalOrganic Letters
Volume22
Issue number19
DOIs
Publication statusPublished - 2 Oct 2020
Externally publishedYes

Funding

Publisher Copyright: © 2020 American Chemical Society.

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Chalcogenide-Catalyzed Intermolecular Electrophilic Thio- And Halofunctionalization of gem-Difluoroalkenes: Construction of Diverse Difluoroalkyl Sulfides and Halides'. Together they form a unique fingerprint.

Cite this