Abstract
A simple and efficient method for the iodination of 5,6-di(arylamino)pyridine-2,3-diones using iodine with ethanol at room temperature is described. Notable advantages include mild reaction condition, no need for a catalyst, short reaction time, simple practical procedure, giving excellent yield of the product. Iodopyridines have important medical applications as drug or diagnostic aids and radiolabelled compounds.
References
1.
Smith M.B.
, and
March J.
, Advanced organic chemistry , 5th edn, Wiley , New York , 2001 .
2.
Schlosser M.
, Organometallics in synthesis: A Manual , ed.
Schlosser M.
, 2nd edn, Wiley , Chichester , 2002 , p. 95 and 134–136.
3.
Trecourt F.
,
Breton G.
,
Bonnet V.
,
Mongin F.
, and
Marsais F.
, Tetrahedron , 2000 , 56 , 1349 .
4.
Iida T.
,
Wada T.
,
Tomimoto K.
, and
Mase T.
, Tetrahedron Lett. , 2001 , 42 , 4841 .
5.
Seevers R.H.
, and
Counsell R.E.
, Chem. Rev. , 1982 , 82 , 574 .
6.
Nicolaou K.C.
, Angew. Chem., Int. Ed. Engl. , 1993 , 32 , 1377 .
7.
Heindel N.D.
,
Burnes H.D.
,
Honds T.
, and
Brandy L.W.
, eds, Chemistry of radiopharmaceuticals , Masson , New York , 1997 .
8.
Gros P.
, and
Fort Y.
, Eur. J. Org. Chem. , 2002 , 20 , 3375 .
9.
Schlosser M.
,
Mongin F.
, Chem. Soc. Rev. , 2007 , 36 , 1161 .
10.
Xie W.L.
,
Xiao G.W.
, and
Gu L.Q.
, Chinese J. Org. Chem. , 2008 , 28 , 1123 .