An iron-mediated approach to o-aryloxyanisoles

ChemInform Abstract: Organometallic Chemistry. Part 2. Transition Metals in Organic Synthesis: Stoichiometric Applications

“…Although extremely hindered phenols are not tolerated, a range of phenols do react to give the o-aryloxyanisole in good to excellent yield ^for example 90 is prepared in 87% yield from Fe complex 88 and phenol 89, Scheme 24. 50 In a similar manner, the aromatic nucleophilic substitution (of H) by CN on nitroarenes is facilitated by complexation to CpFe fragment. 51 The indole part of the skeleton of the important antibiotics carbazomycin A (92) and B is readily prepared through annelation of an aniline (91) by reaction with cationic tricarbonyliron cyclohexadiene complex and then oxidative decomplexation and aromatisation, Scheme 25.…”