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Communication | Regular issue | Vol 38, No. 4, 1994, pp.713-717
Published online, 1st January, 1970
DOI: 10.3987/COM-93-6601
Oxidation of Substituted Pyridines PyrCH2X (X=H, COOR, COC6H5) with Hypervalent Iodine Reagents

Ian P. Andrews, Norman J. Lewis, Alexander McKillop, and Andrew S. Wells*

*SmithKline Beecham Pharmacuticals, Old Powder Mills, Nr Leigh, Tonbridge, Kent, TN11 9AN, U.K.


Oxidation of a variety of pyridines, PyrCH2X (X=H, COOR, COC6H5) with hypervalent iodine reagents PhI(X)(Y) (X=OH, Y=OTs; X=Y=CH3COO; X=Y=CF3COO) has been studied. Simple alkylpyridines are unaffected by the reagents, but 2- and 4-substituted derivatives PyrCH2X(X=COOR, COC6H5) are oxidised at the CH2 group.