78726-33-7Relevant academic research and scientific papers
Palladium-catalyzed, asymmetric Mizoroki-Heck reaction of benzylic electrophiles using phosphoramidites as chiral ligands
Yang, Zhigang,Zhou, Jianrong
supporting information; experimental part, p. 11833 - 11835 (2012/09/08)
We report herein the first examples of asymmetric Mizoroki-Heck reactions using benzyl electrophiles. A new phosphoramidite was identified to be an effective chiral ligand in the palladium-catalyzed reaction. The reaction is compatible with polar functional groups and can be readily scaled up. Several cyclic olefins worked well as olefin components. Thirty-one examples are included.
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.
