190314-15-9Relevant academic research and scientific papers
Palladium-catalyzed condensation of N -aryl imines and alkynylbenziodoxolones to form multisubstituted furans
Lu, Beili,Wu, Junliang,Yoshikai, Naohiko
supporting information, p. 11598 - 11601 (2014/10/16)
A palladium(II) catalyst promotes condensation of an N-aryl imine and an alkynylbenziodoxolone derivative to afford a multisubstituted furan, whose substituents are derived from the alkynyl moiety (2-position), the imine (3- and 4-positions), and the 2-iodobenzoate moiety (5-position), along with an N-arylformamide under mild conditions. The 2-iodophenyl group of the furan product serves as a versatile handle for further transformations. A series of isotope-labeling experiments shed light on the bond reorganization process in this unusual condensation reaction, which includes cleavage of the C-C triple bond and fragmentation of the carboxylate moiety.
Preparation of remacemide hydrochloride labelled with carbon-14, carbon-13, deuterium and tritium
Coombs,Dawson,Fedorchuk,Kingston,Lockley,Mather,McLachlan,Morlin,Spink,Wilkinson
, p. 533 - 543 (2007/10/03)
The anti-epileptic agent remacemide hydrochloride has been prepared labelled with 14C, from [carbonyl-14C]acetophenone, and with 13C from [13C6]benzene, [1,2-13C]acetyl chloride and [1-13C]glycine. [2-3H]Glycine was utilised to prepare remacemide labelled with tritium at low specific activity. In addition other 2H- and high specific activity 3H-isotopomers of the drug, and of an active metabolite of the drug, were prepared by hydrogen isotope exchange methodology. The R-12C/S-14C and S-12C/R-14C pseudoracemic drugs were also prepared by a synthesis involving resolution of a 14C-labelled amine intermediate via fractional crystallisation of the dibenzoyltartrate salts.
