Oxidation of β,γ-unsaturated ketones with molecular oxygen catalyzed by metal phthalocyanines and porphyrins: A pratical synthesis of oxophorone

Article abstract of DOI:10.1055/s-1997-1165

Oxidation of 3,5,5-trimethylcyclohex-3-en-1-one (1) with molecular oxygen catalyzed by metal phthalocyanines (Pc) and 5,10,15,20-tetraphenylporphyrins (TPP) including Mn(II), Mn(III), Fe(II), Fe(III), Co(II), Cu(II), and Ru(II) to 3,5,5-trimethylcyclohex-2-ene-1,4-dione (2) was studied. TPPMn(III)Cl showed an excellent catalytic activity, affording 2 in 93percent yield and 12500 turnover number.