Current Organic Chemistry - Volume 13, Issue 17, 2009

Chemists are now moving away from volatile, environmentally harmful, and biologically incompatible organic solvents. With its low cost, ready availability, and capacity to remove environmentally unfriendly by-products, water and alternative biocompatible reaction media such as ionic liquids are obvious replacement. Recent advances in free radical chemistry in water have expanded the versatility and flexibility of hom Read More

Several organic radical transformations in aqueous media using organometallic chemistry are presented. Group XIV-elements, such as Si and Ge, and Sn-centered radicals make use of novel methodologies in water which employ both hydrophilic and lipophilic substrates without the requirements of surfactants. Different radical initiation techniques that account for effective initiation of the radical chain reactions in aq Read More

Recent advances in free radical chemistry have expanded the versatility and flexibility of carbon-carbon bond formation in water or aqueous media. This review highlights the substantial progress, which has been made in the last decade to shift the paradigm in free radical chemistry from conventional solvents to ionic liquids, microwaves, supercritical CO2 and fluorous solvents. This review focused on recent advances in se Read More

The radical addition of thiols to double and triple carbon-carbon bonds was examined in typical ionic liquids ([bmim][PF6], [bmim][Tf2N], and [bmim][BF4]) under different temperature/initiator conditions (i.e. 80-100 °C / AIBNVAZO ®, r.t. / triethylborane, r.t. / AIBN / UV radiation, r.t. / photoinitiator / UV radiation). All the addition products were usually obtained with high efficiencies and very good recyclability of the ioni Read More

The reactivity of 5-hydroxy-6-methyluracil (HMU) towards peroxyl radicals generated from the aerobic thermal decomposition of 2,2'-azo-bis(2-amidinopropane)dihydrochloride (AAPH) has been investigated. The oxidation product of HMU is dihydro-5,5,6-trihydroxy-6-methylpyrimidin-2,4-dion-e (94%). The relative oxidation rate of HMU vs. quercetin by peroxyl radicals generated from AAPH has been measured as 0.20 ± 0 Read More

The decatungstate W10O32 4- catalyzed photooxygenation of cumenes in the presence of molecular oxygen and triethylsilane has been thoroughly studied. In all cases the corresponding tertiary hydroperoxides were formed as the major products. Based on stereoisotopic studies as well as on primary and β-secondary isotope effects, we provide strong evidence for a stepwise mechanism, in which a hydrogen atom abstraction Read More

In this communication we report C-C bond formation through reductive radical cyclization/termination and oxidative radical/ cyclization termination reactions inside β-cyclodextrin as a molecular reactors in aqueous media.

3,3'-Benzene-1,4-diylbis(1-phenylprop-2-enone) 3 reacted with 2-cyanoethanethioamide 4 to afford the corresponding 4,4'-benzene-1,4-diylbis(6-phenyl-2-thioxo-1,2-dihydropyridine-3-carbonitrile) 5. The synthetic potentiality of compound 5 was investigated in the present study via its reactions with several active-hydrogen containing compounds 6a-f aiming to synthesize 4,4'-(1,4-phenylene)bis(3-amino-6-phenylthieno[ Read More

A smooth and rapid one step synthesis of novel pyrido[2',3':3,4]pyrazolo[1,5-a]pyrimidines 4a,b and 7, pyrido[2',3':3,4]pyrazolo[5,1-c]triazines10-12a,b, pyrido[3“,2“:4',5']thieno[3',2':4,5]pyrimido/triazino[1,6-a]benzimidazoles 15-20 in synthetically useful yields utilizing, 3-amino-4-phenyl-5-(saccharin-2-yl)-1H-pyrazolo[3,4-b]pyridine (3) were described. The structure assignment of the new compounds is based on chemical a Read More