Thallium in Organic Synthesis. Xxii. Electrophilic Aromatic Thallation Using Thallium (III) Trifluoroacetate. A Simple Synthesis of Aromatic Iodides

Alexander Mckillop, John D. Hunt, Michael J. Zelesko, Joanna S. Fowler, Edward C. Taylor, George Mcgillivray, Frank Kienzle

Research output: Contribution to journalArticlepeer-review

157 Scopus citations

Abstract

The preparation of thallium(III) trifluoroacetate and its efficacy as a reagent for electrophilic aromatic thallation are described. Arylthallium ditrifluoroacetates, the products of thallation, react rapidly with aqueous potassium iodide to produce thallium(I) iodide and the corresponding aromatic iodide. This extremely simple synthesis of aromatic iodides is generally applicable to a wide range of aromatic and heterocyclic substrates.

Original languageEnglish
Pages (from-to)4841-4844
Number of pages4
JournalJournal of the American Chemical Society
Volume93
Issue number19
DOIs
StatePublished - 1 Sep 1971
Externally publishedYes

Fingerprint

Dive into the research topics of 'Thallium in Organic Synthesis. Xxii. Electrophilic Aromatic Thallation Using Thallium (III) Trifluoroacetate. A Simple Synthesis of Aromatic Iodides'. Together they form a unique fingerprint.

Cite this