78504-88-8Relevant academic research and scientific papers
Reduction of carbonyl compounds promoted by silicon hydrides under the influence of trimethylsilyl-based reagents
Aizpurua, Jesus M.,Lecea, Begona,Palomo, Claudio
, p. 2342 - 2347 (2007/10/02)
The synthetic utility of hydrosilanes under the influence of trimethylsilyl-based reagents as new reducing systems is described. 1,1,3,3-Tetramethyldisiloxane (TMDS) reagent in combination with iodotrimethylsilane or bromotrimethylsilane produces alkyl halides from aldehydes in good to excellent yields.Polymethylhydrosiloxane (PMS) in the presence of iodotrimethylsilane also produces benzyl iodides in excellent yields.On the contrary, PMS reagent was found unsuitable for the synthesis of benzyl bromides.Similary, TMDS reagent in combination with trimethylsilyl triflate produces symmetrical ethers from aldehydes without concomitant formation of competitive products.Under similar conditions, PMS reagent failed to provide the expected symmetrical ethers and Friedel-Crafts products were formed.Reduction of quinones to hydroquinones is also described.
Oxidation by the salts of metals. I. Anaerobic oxidation of p-toluic acid by the salts of transition metals in trifluoroacetic acid in the presence of alkali-metal halides
Beletskaya, I. P.,Dem'yanov, P. I.,Makhon'kov, D. I.,Zel'dis, I. M.,Burenko, S. N.
, p. 583 - 591 (2007/10/02)
The oxidation of p-toluic acid by the salts of metals with variable valence was investigated in trifluoroacetic acid and its aqueous solutions in the presence of alkali-metal halides (chlorides or bromides).The reaction leads to the formation of the products from oxidative halogenation in the aromatic ring and/or the side chain.The rate and direction of the reaction depend both on the nature of the oxidizing agent and the halide ion and on the ratio of the components in the p-toluic acid-Hlg--CF3CO2H-H2O system.Preferential halogenation in the ring is observed for Ce(IV) and Pb(IV) in the presence of sodium bromide and for all the oxidizing agents in the presence of potassium chloride.In the case of Co(III) and Mn(III) bromination in the presence of Br- takes place mainly in the side chain and is greatly accelerated by additions of water.Conditions were found for the production of 3-chloro- and 3-bromo-p-toluic acid and 4-carboxybenzyl bromide with preparative yields.
Oxidation by the salts of metals. II. Anaerobic oxidation of 4-methylbenzoic acid by Co(III) acetate in the presence of sodium bromide in aqueous trifluoroacetic acid. Production of 4-hydroxymethylbenzoic acid
Beletskaya, I. P.,Dem'yanov, P. I.,Makhon'kov, D. I.,Zel'dis, I. M.
, p. 591 - 594 (2007/10/02)
The oxidation of 4-methylbenzoic acid by Co(III) acetate was investigated in aqueous solutions of trifluoroacetic acid in the presence of sodium bromide.The conditions were found for the production of 4-bromomethylbenzoic acid for the purpose of further h
