3027-02-9Relevant articles and documents
Hydrosilane Reduction of Nitriles to Primary Amines by Cobalt-Isocyanide Catalysts
Sanagawa, Atsushi,Nagashima, Hideo
supporting information, p. 287 - 291 (2019/01/10)
Reduction of nitriles to silylated primary amines was achieved by combination of 1,1,3,3-tetramethyldisiloxane (TMDS) as the hydrosilane and a catalytic amount of Co(OPIV)2 (PIV = COtBu) associated with isocyanide ligands. The resulting silylated amines were subjected to acid hydrolysis or treatment with acid chlorides to give the corresponding primary amines or imides in good yields. One-pot synthesis of primary amides to primary amines with hydrosilanes was also achieved by iron-cobalt dual catalyst systems.
A new method for peptide synthesis in the N→C direction: Amide assembly through silver-promoted reaction of thioamides
Pourvali, Aysa,Cochrane, James R.,Hutton, Craig A.
, p. 15963 - 15966 (2015/01/09)
The Ag(i)-promoted coupling of amino acids and peptides with amino ester thioamides generates peptide imides without epimerisation. The peptide imides undergo regioselective hydrolysis under mild conditions to generate native peptides. This method was employed to prepare the pentapeptide thymopentin in the N→C direction, in high yield and purity.
Gas-phase kinetics of N-substituted diacetamide
Al-Awadi,Al-Omran
, p. 951 - 954 (2007/10/03)
Gas-phase elimination reactions of number of N-substituted diacetamides have been studied. The rates of N-phenyl, 4-methoxyphenyl, 4-nitrophenyl, and benzyl diacetamide have been measured between 643-683, 642-693, 673-725, and 555-610 K, respectively. They undergo unimolecular first-order elimination reactions, for which log A = 12.8, 12.9, 12.8, and 11.0 s-1 and Ea = 185.7, 191.4, 193.4, and 143.6 kJ mol-1, respectively. The reactivity of these compounds has been compared with the unsubstituted diacetamide at 600 K. The kinetic data reveals that each of the N-aryldiacetamides is less reactive than the parent molecule. We attribute this observation to the resonance of the lone pair of electrons on the nitrogen with either the two carbonyl oxygen atoms or with the 6π electrons in the aromatic ring which will result in the stabilization of the N-aryldiacetamides related to the parent molecules.