This article is cited in 47 papers

Some new aspects in the application of perfluoroalkyl halides in the synthesis of fluorine-containing organic compounds

G. G. Furin

N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistryof the Siberian Branch of Russian Academy of Sciences

Abstract: The approaches to the activation of perfluoroalkyl halides used as intermediates in the synthesis of partially fluorinated compounds are considered. The conditions for reactions of organic compounds with perfluoroalkyl iodides in the presence of reductants (Na₂S₂O₄, HOCH₂SO₂Na), metals and metal salts, redox systems (Na₂S₂O₈, Bu^tOOH, Pb(OAc)₄, H₂O₂–FeSO₄, Ce(SO₄)₂) and transition metal complexes are described. The generation of perfluoroalkyl radicals by a single-electron transfer mechanism are discussed. The introduction of perfluoroalkyl groups into aromatic and unsaturated organic compounds and functionalisation of perfluoroalkyl iodides, particularly, their transformation into perfluoroalkanesulfinic and perfluoroalkanecarboxylic acids and aldehydes, are considered. The bibliography includes 442 references.

UDC: 547.221+547.539+547.71+547.8

Received: 27.09.1999

DOI: 10.1070/RC2000v069n06ABEH000353

 English version: Russian Chemical Reviews, 2000, 69:6, 491–522

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