102459-18-7Relevant articles and documents
Visible-light-mediated eosin y catalyzed aerobic desulfurization of thioamides into amides
Yadav, Arvind K.,Srivastava, Vishnu P.,Yadav, Lal Dhar S.
, p. 4119 - 4124 (2013)
A novel method for the metal-free efficient synthesis of amides from thioamides using visible light and in an air atmosphere in the presence of eosin Y as an organophotoredox catalyst is reported. The protocol involves aerobic desulfurization-oxygenation of thioamides into amides in good to excellent yields at r.t. in a one-pot operation under mild conditions with the formation of nontoxic elemental sulfur as the only by-product. On the basis of several relevant experiments performed, it has been shown that the present photooxidation does not involve a singlet oxygen and accordingly a plausible organocatalytic photoredox mechanism is proposed.
Efficient and accessible silane-mediated direct amide coupling of carboxylic acids and amines
D'Amaral, Melissa C.,Jamkhou, Nick,Adler, Marc J.
, p. 288 - 295 (2021)
A straightforward method for the direct synthesis of amides from amines and carboxylic acids without exclusion of air or moisture using diphenylsilane with N-methylpyrrolidine has been developed. Various amides are made efficiently, and broad functional group compatibility is shown through a Glorius robustness study. A gram-scale synthesis demonstrates the scalability of this method. This journal is
Amide bond synthesis via silver(I) N-heterocyclic carbene-catalyzed and tert-butyl hydroperoxide-mediated oxidative coupling of alcohols with amines under base free conditions
Balaboina, Ramesh,Thirukovela, Narasimha Swamy,Vadde, Ravinder,Vasam, Chandra Sekhar
supporting information, p. 847 - 851 (2019/02/20)
We present a base free method for amide bond construction via oxidative coupling of alcohols with amines catalyzed by Silver(I) N-heterocyclic carbenes (Ag(I)-NHCs) and mediated by tert-butyl hydroperoxide (TBHP) in ethanol. The results of controlled experiments suggest that the oxidative coupling proceeds through the formation of aldehyde, then subsequent attack by amine to give hemiaminal, which can then be oxidized to amide.