Reactions of hypervalent iodine reagents with palladium: mechanisms and applications in organic synthesis

Nicholas R Deprez; Melanie S Sanford

doi:10.1021/ic0620337

Reactions of hypervalent iodine reagents with palladium: mechanisms and applications in organic synthesis

Inorg Chem. 2007 Mar 19;46(6):1924-35. doi: 10.1021/ic0620337.

Authors

Nicholas R Deprez¹, Melanie S Sanford

Affiliation

¹ Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, Michigan 48109-1055, USA.

PMID: 17348723
DOI: 10.1021/ic0620337

Abstract

The unique reactivity of hypervalent iodine reagents with Pd0 and PdII complexes has been exploited for a variety of synthetically useful organic transformations. For example, IIII reagents have been used in place of aryl halides for diverse Pd-catalyzed C-C and C-heteroatom bond-forming cross-coupling reactions. In addition, these reagents have found application in Pd-catalyzed oxidation reactions, including the oxidative functionalization of C-H bonds and the 1,2-aminooxygenation of olefinic substrates. This review discusses both the synthetic utility and the interesting mechanistic features of these transformations.