59507-54-9Relevant academic research and scientific papers
An efficient mechanochemical synthesis of amides and dipeptides using 2,4,6-trichloro-1,3,5-triazine and PPh3
Duangkamol, Chuthamat,Jaita, Subin,Wangngae, Sirilak,Phakhodee, Wong,Pattarawarapan, Mookda
, p. 52624 - 52628 (2015/06/25)
A rapid, facile, and efficient mechanochemical synthesis of amides from carboxylic acids has been developed through an in situ acid activation with 2,4,6-trichloro-1,3,5-triazine and a catalytic amount of PPh3. Under room temperature solvent-drop grinding of the reactants in the presence of an inorganic base, a variety of carboxylic acids including aromatic acids, aliphatic acids, and N-protected α-amino acids undergo amidation to afford amides in moderate to excellent yields. The method is also compatible with Fmoc, Cbz, and Boc protecting groups which yields protected optically active dipeptides without detectable racemization.
Catalytic role of PPh3 and its polymer bound analog in the amidation of carboxylic acids mediated by 2,4,6-trichloro-1,3,5-triazine
Duangkamol, Chuthamat,Jaita, Subin,Wangngae, Sirilak,Phakhodee, Wong,Pattarawarapan, Mookda
supporting information, p. 4997 - 5001 (2015/08/03)
Abstract The catalytic role of PPh3 and its polymer bound analog was investigated in the 2,4,6-trichloro-1,3,5-triazine (TCT) mediated amidation of carboxylic acids. In the presence of inorganic bases which were inert toward TCT, carboxylic acids rapidly reacted with amines to afford amides in good to excellent yields. The described method also enabled the synthesis of optically active protected dipeptides without racemization. Formation of triazinylphosphonium chloride during the PPh3 catalyzed acid activation was confirmed based on 31P NMR studies.
Pd(ii)-catalyzed decarboxylative cross-coupling of oxamic acids with potassium phenyltrifluoroborates under mild conditions
Li, Mingzong,Wang, Cong,Fang, Ping,Ge, Haibo
supporting information; experimental part, p. 6587 - 6589 (2011/06/25)
A novel Pd-catalyzed decarboxylative cross-coupling of oxamic acids with potassium phenyltrifluoroborates has been realized under mild reaction conditions. This method provides an efficient access to N-mono- or N,N-disubstituted benzamides and benzoates.
