1256161-13-3Relevant academic research and scientific papers
The: Ortho -substituent on 2,4-bis(trifluoromethyl)phenylboronic acid catalyzed dehydrative condensation between carboxylic acids and amines
Wang, Ke,Lu, Yanhui,Ishihara, Kazuaki
supporting information, p. 5410 - 5413 (2018/05/30)
2,4-Bis(trifluoromethyl)phenylboronic acid is a highly effective catalyst for dehydrative amidation between carboxylic acids and amines. Mechanistic studies suggest that a 2:2 mixed anhydride is expected to be the only active species, and the ortho-substituent of boronic acid plays a key role in preventing the coordination of amines to the boron atom of the active species, thus accelerating the amidation. This catalyst works for α-dipeptide synthesis.
Simple Aza -conjugate addition methodology for the synthesis of isoindole nitrones and 3,4-dihydroisoquinoline nitrones
Peacock, Lucy R.,Chapman, Robert S. L.,Sedgwick, Adam C.,Bull, Steven D.,Mahon, Mary F.,Amans, Dominique
supporting information, p. 994 - 997 (2015/03/18)
Aryl-aldehydes containing ortho-substituted α,β-unsaturated carboxylic acid derivatives react with hydroxylamine to afford reactive N-hydroxy-carbinolamine intermediates that undergo intramolecular aza-conjugate addition reactions to afford isoindole nitrones and 3,4-dihydroisoquinoline nitrones in good yield. Conditions have been developed to reduce these isoindole nitrones to their corresponding hydroxylamine, enamine, and amine derivatives. Isoindole nitrones react with dimethyl acetylenedicarboxylate (DMAD) via a [4 + 2]-cycloaddition/deamination pathway to afford substituted naphthalene derivatives, while 3,4-dihydroisoquinoline nitrones react with DMAD via a [1,3]-dipolar cycloaddition pathway to afford tricyclic heteroarenes.
Sulfated tungstate: A new solid heterogeneous catalyst for amide synthesis
Chaudhari, Pramod S.,Salim, Suresh D.,Sawant, Ravindra V.,Akamanchi, Krishnacharya G.
supporting information; experimental part, p. 1707 - 1710 (2011/02/23)
Amide formation avoiding poor atom economy reagents is a priority area. We have synthesized sulfated tungstate as a new reusable and environmentally benign heterogeneous catalyst for direct amide formation between carboxylic acid and amine. It has potential for large scale applications.
