Dilute Hydrofluoric Acid as a Fluorinating Agent: Iodofluorination of Olefins with Dilute Hydrofluoric Acid, N -Iodosuccinimide, and a Phase Transfer Catalyst

Manabu Kuroboshi, Tamejiro Hiyama

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

Regio-, stereo-, and chemoselective iodofluorination of olefins is readily effected under a two-phase system using dilute hydrofluoric acid, N-iodosuccinimide, and tetrabutylammonium fluoride as a phase transfer catalyst. Additional use of potassium hydrogen fluoride (KHF 2 ) enhanced the yields of fluoro-iodo adducts and suppressed the formation of iodohydrins as byproducts.

Original languageEnglish
Pages (from-to)185-186
Number of pages2
JournalSynlett
Volume1991
Issue number3
DOIs
Publication statusPublished - Mar 1 1991
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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