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Synthesis 2010(1): 27-29
DOI: 10.1055/s-0029-1217072
DOI: 10.1055/s-0029-1217072
SHORTPAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
A Direct and Convenient Synthesis of Periodoarenes Using Molecular Iodine
Further Information
Received
5 August 2009
Publication Date:
22 October 2009 (online)
Publication History
Publication Date:
22 October 2009 (online)
Abstract
Molecular iodine exhaustively iodinates aromatic hydrocarbons in the presence of potassium peroxodisulfate, concentrated sulfuric acid, and trifluoroacetic acid to give the periodinated aromatic compounds. Benzene and other moderately activated and deactivated arenes are readily converted into the corresponding periodinated derivatives in good to high yields.
Key words
arenes - molecular iodine - periodoarenes - iodination - potassium persulfate
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Houben-Weyl
Methoden der Organischen Chemie
Vol. V/4:
Muller E. Thieme Verlag; Stuttgart: 1960. p.639-647 - 2
Suzuki H.Goto R. Bull. Chem. Soc. Jpn. 1963, 36: 389 - 3
Conley NR.Lagowski JJ. Synth. React. Inorg., Met-Org. Chem. 2003, 33: 1741 - 4
Deacon GB.Farquharson GJ. Aust. J. Chem. 1977, 30: 1701 - 5
Yagupol’skii LM.Popov VI.Kondratenko NV. Zh. Org. Khim. 1976, 12: 916 ; Chem. Abstr. 1976, 85, 446115 - 6
Butler AR. J. Chem. Ed. 1971, 48: 508 - 7
Durand JF.Mancet M. Bull. Soc. Chim. Fr. 1935, 2: 665 - 8
Arotsky J.Butler R.Darby AC. J. Chem. Soc. C 1970, 1480 - 9
Suzuki H. Bull. Chem. Soc. Jpn. 1971, 44: 2871 - 10
Mattern DL. J. Org. Chem. 1984, 49: 3051 - 11
Hossain MdD.Oyamada J.Kitamura T. Synthesis 2008, 690 - 12
Reddy CM.Kirchner MT.Gundakaram RC.Padmanabhan KA.Desiraju GR. Chem. Eur. J. 2006, 12: 2222