20432-24-0Relevant academic research and scientific papers
Carboxylation of styrenes with CBr4 and DMSO via cooperative photoredox and cobalt catalysis
Song, Cai-Xia,Chen, Ping,Tang, Yu
, p. 11233 - 11243 (2017/02/26)
Cooperative photoredox and cobalt catalyzed carboxylation of styrenes with CBr4 to afford the corresponding α,β-unsaturated carboxylic acids has been realized through radical addition and Kornblum (DMSO) oxidation. DMSO serves as the oxidant, oxygen source and solvent under these photocatalytic conditions.
Synthesis of 2-(hetero)aryl-5-(trimethylsilylethynyl)oxazoles from (hetero)arylacrylic acids
Pankova, Alena S.,Stukalov, Alexander Yu.,Kuznetsov, Mikhail A.
, p. 1826 - 1829 (2015/04/27)
A three-step method for the synthesis of 2-(hetero)aryl-5-(trimethylsilylethynyl)oxazoles is described. Easily accessible bis(trimethylsilyl)acetylene and acrylic acid derivatives are used as starting materials for the preparation of mono- and disubstituted 5-(trimethylsilyl)pent-1-en-4-yn-3-ones. Oxidative phthalimidoaziridination of these enynones provides the key 2-acyl-1-phthalimidoaziridines that are further utilized in the thermal expansion of the three-membered ring to furnish the target functionalizable oxazoles.
Substituent position-driven reaction pathways in the heterogeneous one-pot reduction/asymmetric hydrogenation of nitro-substituted (E)-2,3- diphenylpropenoic acids over Pd catalyst
Szoelloesi, Gyoergy,Bartok, Mihaly
experimental part, p. 16 - 27 (2012/03/11)
The reaction pathway in the heterogeneous enantioselective hydrogenation of nitro-substituted (E)-2,3-diphenylpropenoic acids over Pd catalyst modified by cinchonidine is determined by the position of the substituent. The reaction route was indicated by the H2 consumption curve and enantioselectivity of the final amino acid or 3-phenyl-1,2,3,4-tetrahydro-2- quinolone formed by intramolecular amidation. The obtained enantioselectivities were low with the exception of acids bearing nitro substituent in para position on the 3-phenyl moiety, the latter resulting in good, up to 80 % optical purity. The present study is the first to report the enantioselective heterogeneous catalytic preparation of 1,2,3,4-tetrahydro-2-quinolones and presents an attractive method for obtaining optically enriched 3-(4-aminophenyl)-2- phenylpropionic acids. ARKAT-USA, Inc.
Effect of substituents on the 13C NMR chemical shifts of para-substituted α-phenyl-β-pyridylacrylic acids
Jovanovi?,Mi?i?-Vukovi?,Drmani?,?anadi
, p. 39 - 41 (2007/10/03)
The 13C NMR spectra of para-substituted α-phenylcinnamic and 3- and 4-pyridylacrylic acids, with a wide range of substituents effects, were determined in deuterated dimethylsulfoxide (DMSO-d6). The effect of substituents in both the α-phenyl and β-pyridine groups in these acids is investigated using linear free energy relationships and multiple regression analysis as applied to 13C NMR chemical shifts of the C(α) and C(β) of the ethylenic bond and the carboxylic group carbon. Dissection of the α-phenyl substituent effects into the inductive and resonance components, using the dual substituent parameter (DSP) method, points to a blend of inductive and resonance effects in the π-electronic system.
