Using fluoroform for constructing aromatic and heterocyclic trifluoromethylselenyl compounds

Cheryl Aharon, Shlomo Rozen*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

Fluoroform is used to prepare CuCF3 according to literature procedures. This nucleophilic trifluoromethyl moiety was reacted with aromatic and heterocyclic selenium cyanide derivatives to form the corresponding trifluoromethylselenium compounds. Selenium cyanides were made with 1,3-dicyanotriselenide prepared in situ from malononitrile and selenium dioxide. The electrophilicity of the reagent (δ+SeCN) was enough to attack aniline derivatives at the para position, but with other aromatics it was advantageous to use the corresponding boronic acid as the moiety was easily displaced by the selenium cyanate moiety.

Original languageEnglish
Article number109866
JournalJournal of Fluorine Chemistry
Volume250
DOIs
StatePublished - Oct 2021

Funding

FundersFunder number
Israel Science Foundation

    Keywords

    • Arylselenium trifluoromethane
    • Fluoroform
    • Selenium
    • Selenium trifluoromethane
    • Trifluoromethyl

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