52109-86-1Relevant academic research and scientific papers
Chromium-catalyzed ligand-free amidation of esters with anilines
Chen, Changpeng,Ling, Liang,Luo, Meiming,Zeng, Xiaoming
supporting information, p. 762 - 766 (2021/04/14)
Amides are important structural motifs in pharmaceutical and agrochemical chemistry because of the intriguing biological active properties. We report here the amidation of commercially available esters with anilines that was promoted by low-cost and air-stable chromium(III) pre-catalyst combined with magnesium, providing access to amides. This reaction occurs without the use of external ligands in a simple operation. Mechanistic studies indicate that a reactive aminated Cr species responsible for the amidation can be considered, which may be formed by reaction of low-valent Cr with aniline followed by reduction with hydrogen evolution.
Rhodium-Catalyzed Synthesis of Amides from Functionalized Blocked Isocyanates
Beauchemin, André M.,Derasp, Joshua S.
, p. 8104 - 8109 (2019/08/26)
Isocyanates are useful building blocks for the synthesis of amides, although their widespread use has been limited by their high reactivity, which often results in poor functional group tolerance and a propensity to oligomerize. Herein, a rhodium-catalyzed synthesis of amides is described coupling boroxines with blocked (masked) isocyanates. The success of the reaction hinges on the ability to form both the isocyanate and the organorhodium intermediates in situ. Relying on masked isocyanate precursors and on the high reactivity of the organorhodium intermediate results in broad functional group tolerance, including protic nucleophilic groups such as amines, anilines, and alcohols.
Positional effect on the NMR spectroscopy of esters and amides of 2- and 3-furancarboxylic acids
Kyu, Ok Jeon,Sook Yu, Ji,Kin Lee, Chang
, p. 153 - 164 (2008/02/02)
Eleven derivatives of esters and amides of 2- and 3-furancarboxylic acids and their NMR spectra were obtained in DMSO-d6. The spectra of esters were also obtained in chloroform-d. The chemical shift values show good correlation with the Hammett
Convenient synthesis of furan-3-carboxylic acid and derivatives
Zanatta, Nilo,Faoro, Débora,Silva, Simone C.,Bonacorso, Helio G.,Martins, Marcos A.P.
, p. 5689 - 5691 (2007/10/03)
A convenient synthesis of furan-3-carboxylic acid and derivatives from aromatization of 4-trichloroacetyl-2,3-dihydrofuran followed by nucleophilic displacement of the trichloromethyl group by hydroxide, alcohols, and amines, is presented.
