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A mild and effective iodination method using iodine in the presence of bis-(trifluoroacetoxy)iodobenzene

by: Rachid Benhida, Pierre Blanchard, Jean-Louis Fourrey
Tetrahedron Letters, Vol. 39, No. 38. (September 1998), pp. 6849-6852, doi:10.1016/s0040-4039(98)01494-4  Key: citeulike:12130721

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Abstract

Herein is described a mild and effective iodination method using bis-(trifluoroacetoxy)iodobenzene-iodine as reagent to be applied to electron deficient heterocyclic systems (protected indoles, coumarin…) Moreover, sensitive protecting groups such as acetyl and tert-butyldimethylsilyl were found to be stable under the new iodination reaction conditions. In the presence of iodine and bis (trifluoroacetoxy)iodobenzene, sensitive and deactivated substrates were iodinated in high yield.


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