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Acid Versus Amide-Facts and Fallacies: A Case Study in Glycomimetic Ligand Design. [PDF]

open access: yesMolecules
Smieško M   +5 more
europepmc   +1 more source
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Aliphatic acid amides of the fruits of Zanthoxylum piperitum

Phytochemistry, 2004
Six aliphatic acid amides (1-6) were isolated from the pericarp of Zanthoxylum piperitum fruits. MS and NMR spectroscopic investigation revealed that these compounds have a ketone and/or hydroxyl group(s) in the unsaturated aliphatic acid moiety of the structure of the amides.
Tsutomu Hatano, Hideyuki Itô
exaly   +3 more sources

Selective α‐Oxyamination and Hydroxylation of Aliphatic Amides

Angewandte Chemie - International Edition, 2017
Abstract Compared to the α‐functionalization of aldehydes, ketones, even esters, the direct α‐modification of amides is still a challenge because of the low acidity of α‐CH groups. The α‐functionalization of N−H (primary and secondary) amides, containing both an unactived α‐C−H bond and a competitively active N−H bond, remains elusive.
Ning Jiao
exaly   +3 more sources

Cu-catalysed transamidation of unactivated aliphatic amides

Organic & Biomolecular Chemistry, 2022
Direct transamidation is gaining prominence as a ground-breaking technique that generates a wide variety of amides without the requirement of acid–amine coupling or other intermediate steps.
Vishal Kumar   +5 more
openaire   +2 more sources

The basicities of aliphatic amides

Australian Journal of Chemistry, 1983
We report pKa values in aqueous solution at 298 K of the protonated forms of several aliphatic amides, viz., acetamide (pKa = -0.62 ± 0.07), N -methylacetamide (-0.42 ± 0.03), N,N -dimethyl-acetamide (-0.28 ± 0.03), N,N -dimethylformamide (-1.2 + 0.5), urea (0.053 ± 0.002) and thiourea (-0.9 ± :O.l).
HM Grant, P Mctigue, DG Ward
openaire   +1 more source

Thermodynamics of protonation and hydration of aliphatic amides

Journal of the Chemical Society, Perkin Transactions 2, 1993
The protonation equilibria of a series of aliphatic amides of the type R–CO–NH2, R–CO–NHCH3 and R–CO–N(CH3)2(R = H, Me. Et, Pri, But) have been studied in aqueous H2SO4 in the temperature range 25–60 °C, thus determining the protonation (m* and pK) and the thermodynamic parameters of the ionization equilibrium (ΔG°, ΔH°, ΔS°).
BAGNO, ALESSANDRO   +2 more
openaire   +2 more sources

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