Iron Complex Catalyzed Selective C–H Bond Oxidation with Broad Substrate Scope

• DOI: 10.1021/acs.orglett.6b03359
• Publication Date: 2017-01-30T14:24:07Z
• Authors: Sandipan Jana; Munmun Ghosh; Mayur Ambule; Sayam Sen Gupta
• Keywords: Scope (computer science)

The use of a peroxidase-mimicking Fe complex has been reported on the basis biuret-modified TAML macrocyclic ligand framework (Fe-bTAML) as catalyst to perform selective oxidation unactivated 3° C-H bonds and activated 2° with low loading (1 mol %) high product yield (excellent mass balance) under near-neutral conditions broad substrate scope (18 substrates which includes arenes, heteroaromatics, polar functional groups). Aliphatic sites was achieved predictable selectivity using steric, electronic, stereoelectronic rules that govern site selectivity, included (+)-artemisinin (+)-10β-hydroxyartemisinin. Mechanistic studies indicate FeV(O) be active oxidant during these reactions.