70946-18-8Relevant academic research and scientific papers
HMF and furfural: Promising platform molecules in rhodium-catalyzed carbonylation reactions for the synthesis of furfuryl esters and tertiary amides
Qi, Xinxin,Zhou, Rong,Ai, Han-Jun,Wu, Xiao-Feng
, p. 215 - 221 (2019/11/25)
A biomass involved rhodium-catalyzed carbonylative synthesis of furfuryl esters and tertiary amides has been developed. 5-Hydroxymethylfurfural (HMF) was used as both substrate and CO surrogate for the first time in a carbonylation reaction, and both alkyl and aryl iodides were tolerated well to afford the desired furfuryl esters in moderate to good yields. In addition, furfural was also utilized as a CO source for the synthesis of tertiary amides. A variety of tertiary amides were obtained in moderate to excellent yields with good functional groups compatibility. Notably, tertiary amines were used as the amine source through a C[sbnd]N bond cleavage pathway in the absence of additional oxidant.
Metal–Organic Framework Based on Copper and Carboxylate-Imidazole as Robust and Effective Catalyst in the Oxidative Amidation of Carboxylic Acids and Formamides
Albert-Soriano, María,Pastor, Isidro M.
supporting information, p. 5180 - 5188 (2016/10/26)
A metal–organic framework (MOF) based on copper and 1,3-bis(carboxymethyl)imidazole (bcmim) was prepared on a gram scale by using a precipitation method at room temperature. The Cu(bcmim)2MOF was shown to be an efficient catalyst for the preparation of amides through an oxidative coupling between carboxylic acids and formamides in the presence of an oxidant, such as tert-butyl hydroperoxide (TBHP). The method for the preparation of the amides is robust regardless of the carboxylic acid and gives good conversions with good selectivity. The heterogeneous catalyst was recovered unaltered after the reaction, was easily separated from the reaction mixture, and subsequently reactivated by suitable treatment. Moreover, the coupling reaction was scaled up to a gram scale, which allowed for the preparation of valuable products, such as fatty acid amides (i.e., 1-palmitoylpiperidine).
Radical mediated-direct conversion of aldehydes into acid bromides
Kang, Dong Ho,Joo, Tae Young,Chavasiri, Warinthorn,Jang, Doo Ok
, p. 285 - 287 (2007/10/03)
A method of preparing acid bromides directly from aldehydes with Br3CCO2Et under radical conditions was developed. Aromatic aldehydes with electron-donating group were found to be more reactive than aromatic aldehydes with electron-w
Niobium pentachloride promoted conversion of carboxylic acids to carboxamides: Synthesis of the 4-aryl-1,2,3,4-tetrahydroisoquinoline alkaloid structures
Nery, Marcelo S.,Ribeiro, Renata P.,Lopes, Claudio C.,Lopes, Rosangela S. C.
, p. 272 - 276 (2007/10/03)
A practical method for the conversion of carboxylic acids to the corresponding carboxamides mediated by niobium pentachloride under mild conditions is described. The synthesis of the 4-aryl-1,2,3,4-tetrahydroisoquinoline alkaloid structures was accomplished via benzylic lithiation of N-methyl-3,4-dimethoxy-2-(4′-methoxybenzyl)benzamide.
Synthesis of pentasubstituted benzamides via orthometallation: Base and substituent effects
Khaldi, Mustapha
, p. 7 - 13 (2007/10/03)
The synthesis of diversely substituted ori/io-methyl JV,./V-diethylbenzamides using the orthometallation concept is described. A dramatic effect of the substituents and the additive TMEDA is observed during metallation ortho to the N1N-diethylcarboxamido group. Molecular modeling confirms the conformational effect of substituents. A role for the TMEDA additive is proposed. Elscvier,.
