6533b852fe1ef96bd12aa4f0

RESEARCH PRODUCT

A Simple Procedure for Oxidation of Alcohols using [Bis(acetoxy)iodo]benzene and a Catalytic Amount of Bromide Ions in Ethyl Acetate

Michelangelo GruttadauriaFrancesco GiacaloneVincenzo CampiscianoAnna Maria Pia SalvoHazi Ahmad Beejapur

subject

Allylic rearrangementalcoholoxidationOrganic ChemistryketoneEthyl acetatecatalysiSettore CHIM/06 - Chimica OrganicaMedicinal chemistryaldehydeCatalysischemistry.chemical_compoundchemistryTetrabutylammonium bromideAlcohol oxidationBenzeneBromide ions

description

Primary and secondary benzylic alcohols and secondary aliphatic alcohols were oxidized to the corresponding aldehydes and ketones by using [bis(acetoxy)iodo]benzene (BAIB) and a catalytic amount of bromide ions, from tetrabutylammonium bromide or KBr, in ethyl acetate. The catalytic role of the bromide ions was also highlighted in the oxidation of primary aliphatic alcohols and secondary allylic alcohols carried out in the presence of 1 mol% TEMPO.

yearjournalcountryeditionlanguage
2015-04-16
10.1055/s-0034-1380196http://hdl.handle.net/10447/132232