Iodonium Salts are Key Intermediates in Pd-Catalyzed Acetoxylation of Pyrroles

Organic Letters 2011
Dmitrijs Lubriks, Igors Sokolovs, Edgars Sūna

A mild, room-temperature Pd-catalyzed acetoxylation of pyrroles with phenyliodonium acetate is described. The acetoxylation was found to proceed via the initial formation of pyrrolyl(phenyl)iodonium acetates, which were converted to acetoxypyrroles in the presence of Pd(OAc)2. The acetoxylation could also be carried out as a one-pot sequential procedure without the isolation of the intermediate iodonium salts.

Keywords
Pd-catalyzed acetoxylation, pyrroles
DOI
10.1021/ol201665c
Hyperlink
http://pubs.acs.org/doi/abs/10.1021/ol201665c

Lubriks, D., Sokolovs, I., Sūna, E. Iodonium Salts are Key Intermediates in Pd-Catalyzed Acetoxylation of Pyrroles. Organic Letters, 2011, Vol.13, Iss.18, pp.4324-4327. ISSN 1523-7060. Available from: doi:10.1021/ol201665c

Publication language
English (en)