99-61-6Relevant articles and documents
Acid-Catalyzed Photooxidation of m-Nitrobenzyl Derivatives ib Aqueous Solution
Rafizadeh, Karim,Yates, Keith
, p. 2777 - 2781 (1986)
A variety of m-nitrobenzyl derivatives including alcohols, alkyl ethers, esters, and an amine undergo photooxidation reactions to produce m-nitrobenzaldehyde (or m-nitroacetophenone in two cases) as the major isolated product.The reaction is both solvent and pH dependent and only takes place in essentially aqueous media.The quantum efficiency of product formation reaches a maximum (φ =0.3-0.4) in the 20-50percent sulfuric acid range, depending on the substrate, although the reaction is reasonably efficient even in neutral aqueous solution.The presence of benzylic hydrogen and a heteroatom (O,N) in the α-position appears to be essential for photooxidation to occur.The multiplicity of the reactive state is T1.A solvent isotope effect (φH2O/φD2O = 1.4) was observed.The proposed mechanism involves rate-determining protonation of T1 followed by rapid α-hydrogen abstraction by water.
Selective oxidation of benzylic alcohols using can supported onto silica gel under microwave irradiation
Heravi, Majid M.,Oskooie, Hossein A.,Kazemian, Pegah,Drikvand, Fatemeh,Ghassemzadeh, Mitra
, p. 2341 - 2344 (2004)
Cerium ammonium nitrate (CAN) adsorbed on HNO3/silica gel is a mild reagent for selective oxidation of benzylic alcohols to the corresponding aldehydes under microwave irradiation in solventless system.
Controlled reduction of activated primary and secondary amides into aldehydes with diisobutylaluminum hydride
Azeez, Sadaf,Kandasamy, Jeyakumar,Sabiah, Shahulhameed,Sureshbabu, Popuri
supporting information, p. 2048 - 2053 (2022/03/31)
A practical method is disclosed for the reduction of activated primary and secondary amides into aldehydes using diisobutylaluminum hydride (DIBAL-H) in toluene. A wide range of aryl and alkyl N-Boc, N,N-diBoc and N-tosyl amides were converted into the corresponding aldehydes in good to excellent yields. Reduction susceptible functional groups such as nitro, cyano, alkene and alkyne groups were found to be stable. Broad substrate scope, functional group compatibility and quick conversions are the salient features of this methodology.
Trifunctional covalent triazine and carbonyl based polymer as a catalyst for one-pot multistep organic transformation
Ravi, Seenu,Raza, A. Ahmed,Sheriff, A. K. Ibrahim,Tajudeen, S. Syed
, (2021/08/24)
Trifunctional covalent triazine and carbonyl based polymer with acid-base and metal active sites (CTCP-SO3H-EDA/Pd) was synthesized by a multistep friedel-crafts reaction, post-synthetic sulfonation, schiff base condensation and metal nanoparticle incorporation. CTCP-SO3H-EDA/Pd was characterized by FT-IR, N2 sorption-desorption isotherm, elemental analysis, ICP-OES, TEM-EDS and TEM. CTCP-SO3H-EDA/Pd was evaluated as a heterogeneous catalyst for the conversion of 1-(dimethoxymethyl)-3-nitrobenzene into 2-(3-aminobenzylidene)malononitrile via a three step deacetylation-Knoevenagel and transfer hydrogenation reaction in one domino process. The cooperation of SO3H acidic sites, EDA and uniformly distributed Pd nanoparticles greatly facilitated the one-pot reaction and produced good yield of the desired product with high selectivity. The catalyst was recovered by simple centrifugation and could be reused for five runs with minor loss of catalytic activity and selectivity. A plausible mechanism for deacetylation, C[sbnd]C bond formation and subsequent chemoselective reduction of nitro functionality over CTCP-SO3H-EDA/Pd was also proposed.
Magneto-structural properties and reliability of (Mn/Ni/Zn) substituted cobalt-copper ferrite heterogeneous catalyst for selective and efficient oxidation of aryl alcohols
Dhabbe, Rohant,Gaikwad, Pratapsingh,Kakade, Bhalchandra,Kamble, Prakash,Kurane, Rajnikant,Parase, Haridas,Sabale, Sandip
, (2021/09/28)
Herein, M2+ substituted CoCuFe2O4 (M2+ = Mn, Zn, Ni) ferrites have been synthesized using the sol-gel auto combustion method. The structural, morphological and magnetic studies confirm the phase formation of pure magnetic cubic spinel MCoCuFe2O4 (M2+ = Mn, Zn, Ni) ferrites. The substitution with Mn, Ni and Zn does not show large variation in binding energies obtained from XPS of Cu (2p) that specifies identical copper concentration (Cu0.5) and substitution of only cobalt (Co2+) in Mn-F, Ni-F and Zn-F catalysts. Interestingly, MCoCuFe2O4 magnetic catalysts were explored for selective oxidation of a series of substituted benzyl alcohols. Catalyst Mn-F showed 93% conversion of benzyl alcohol while, Ni-F showed 95% conversion of 4-nitrobenzyl alcohol. Whereas, the catalyst Zn-F was showed 96% conversion for 4-methoxybenzyl alcohol. Additionally the results also indicate an efficient separation and recovery of the magnetic catalysts after four successive reuses without any considerable loss in its catalytic activity.