6448-12-0Relevant articles and documents
Enantioselective enolate protonation in sulfamichael addition to r-substituted n-acryloyloxazolidin-2-ones with bifunctional organocatalyst
Rana, Nirmal K.,Singh, Vinod K.
, p. 6520 - 6523 (2012/02/01)
Organocatalytic conjugate addition of thiols to R-substituted N-acryloyloxazolidin-2-ones followed by asymmetric protonation has been studied in the presence of cinchona alkaloid derived thioureas. Both of the enantiomers are accessible with the same level of enantioselectivity using pseudoenantiomeric quinine/quinidine derived catalysts. The addition/protonation products have been converted to useful biologically active molecules. 2011 American Chemical Society.
Synthesis of the precursor of anti-inflammatory agents by cross-coupling using electrogenerated highly reactive zinc
Jalil, Aishah A.,Kurono, Nobuhito,Tokuda, Masao
, p. 2681 - 2686 (2007/10/03)
Highly reactive zinc metal was readily prepared by electrolysis of a DMF solution containing naphthalene and a supporting electrolyte in a one-compartment cell fitted with a platinum cathode and a zinc anode. This reactive zinc was used for efficient transformation of ethyl 2-bromoacrylate into the corresponding organozinc compound, which was reacted with various aryl iodides in the presence of palladium catalyst to give the corresponding cross-coupling products, ethyl 2-arylpropenoates, in high yields. These cross-coupling reactions were successfully applied to a synthesis of the precursors of non-steroidal anti-inflammatory agents such as ibuprofen, naproxen, ketoprofen, loxoprofen, indoprofen, suprofen, cicloprofen, and flurbiprofen.
FLUORINATION OF AROMATIC α-HYDROXYESTERS WITH N,N-DIETHYL-1,1,2,3,3,3-HEXAFLUOROPROPANEAMINE
Watanabe, S.,Fujita, T.,Sakamoto, M.,Endo, H.,Kitazume, T.
, p. 187 - 192 (2007/10/02)
The reaction of N,N-diethyl-1,1,2,3,3,3-hexafluoropropaneamine (PPDA) with aromatic α-hydroxyesters exchanged F for OH and gave their corresponding fluorides.For example, ethyl 2-fluoro-2-(p-tolyl) acetate was obtained from the reaction of ethyl 2-hydroxy-2-(p-tolyl) actate with PPDA.