Solvent free oxidation of primary alcohols and diols using thymine iron(iii) catalyst

Abstract

In this study, we developed an efficient and selective iron-based catalyst system for the synthesis of ketones from secondary alcohols and carboxylic acids from primary alcohol. In situ generated iron catalyst of thymine-1-acetate (THA) and FeCl(3) under solvent-free condition exhibits high activity. As an example, 1-octanol and 2-octanol were oxidized to 1-octanoic acid and 2-octanone with 89% and 98% yields respectively.

Solvent-Free Microwave-Assisted Peroxidative Oxidation of Alcohols Catalyzed by Iron(III)-TEMPO Catalytic Systems

“…Iron has become largely used in many oxidation reactions, such as epoxidation [23], sulfoxidation [24], hydroxylation [25], etc. and in the last two decades iron complexes have also been developed to catalyze alcohols oxidations [13,26]. Recently, some iron complexes have been reported by our group [27,28], which effectively catalyze the oxidation reactions of secondary alcohols and cycloalkanes.…”

“…Very recently, some of us reported very efficient catalytic systems based on copper(II) [7][8][9][10] and Fe(III) [11][12][13][14] complexes for the peroxidative (using TBHP) oxidation of different primary and secondary alcohols, including a solvent-free MW assisted method which accelerates dramatically the reaction rate using a very low MW irradiation power. The selective oxidation, with a Fe complex, of a secondary alcohol when a primary one is present in the same molecule was also reported [14].…”

“…Many catalytic methods have been developed for the oxidation of alcohols, the most commonly utilizing homogeneous catalysts based on different transition metals, such as Co [3], Mn [4,5], V [6], Cu [7][8][9][10], Fe [11][12][13][14], Mo [14], Ru [16,17], and Pd [18]. Unfortunately, most of the Electronic supplementary material The online version of this article (doi:10.1007/s10562-015-1616-2) contains supplementary material, which is available to authorized users.…”

“…Moreover, they suffer from the usual separation and recycling difficulties inherent to homogenous catalytic system. To eliminate the harmful wastes, the development of catalytic oxidation procedures that involve green oxidants, in particular dioxygen or peroxides [H 2 O 2 , tert-butylhydroperoxide ( t BuOOH or TBHP)], is a matter of current interest [4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19].…”

I2/TBHP-mediated oxidative coupling of ketones and toluene derivatives: a facile method for the preparation of α-benzoyloxy ketones

“…Scheme 3 a-Benzoyloxylation reactions of acetophenone with phenylmethanol, benzaldehyde, benzoic acid and ethylbenzene. Alternatively, in the presence of TBHP, C could be further converted to carboxylate anion D. 7,13 Finally, the reaction of A with D affords the nal product 3aa.…”