A highly efficient biomimetic aromatization of Hantzsch-1,4-dihydropyridines with t-butylhydroperoxide, catalysed by iron(III) phthalocyanine chloride.
Rapid aromatization of Hantzsch-1,4-DHPs with t-butylhydroperoxide catalysed by iron(III) phthalocyanine chloride is described. The reaction proceeds smoothly at room temperature within 1-35 min and the products of high purity were isolated in excellent yields. To explain the reactivity of this catalytical system plausible mechanism have been proposed to involve formation of high-valent oxoferryl species as in cytochrome P450 itself.
Filipan-Litvić
Mirela
M
BELUPO Pharmaceuticals, Inc., R&D, Danica 5, 48000 Koprivnica, Croatia.
Litvić
Mladen
M
Vinković
Vladimir
V
D040761:Biomimetic Materials / Q000737:chemistry*; D002384:Catalysis; D002712:Chlorides / Q000737:chemistry*; D004095:Dihydropyridines / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D058085:Iron Compounds / Q000737:chemistry*; D054833:Isoindoles; D015394:Molecular Structure; D016877:Oxidants / Q000737:chemistry; D010084:Oxidation-Reduction; D012997:Solvents; D020122:tert-Butylhydroperoxide / Q000737:chemistry*
D002712:Chlorides; D004095:Dihydropyridines; D007211:Indoles; D058085:Iron Compounds; D054833:Isoindoles; D016877:Oxidants; D012997:Solvents; C038806:1,4-dihydropyridine; D020122:tert-Butylhydroperoxide; C013647:phthalocyanine