- Diastereoselective darzens condensations of α-haloamides: Influence of aryl substituents on diastereoselectivity
-
N, N-Diaryl α-haloamides undergo Darzens condensations with aldehydes induced by metal hydroxides. The diastereoselectivity of epoxide formation is strongly influenced by the electronic properties of the arylamide, which can be rationalised on the basis of the acidity of the substrate hydrogens and hence on reaction occurring under kinetic or thermodynamic control.
- North, Michael,Pizzato, Francesca
-
scheme or table
p. 552 - 556
(2010/04/23)
-
- A convenient preparation of N-alkyl and N-arylamines by smiles rearrangement - Synthesis of analogues of diclofenac
-
Smiles rearrangement of substituted aryloxyacetamides in which oxygen and nitrogen are separated by COCH2 group has been successful even when the aryloxy ring carries weak or no electron withdrawing group. Earlier reports of such reactions involved either strong electron withdrawing groups or a special catalyst. The diphenylamines thus obtained gave analogues of diclofenac in only one case.
- Wadia,Patil
-
p. 2725 - 2736
(2007/10/03)
-
- Diaryl piperazineacetamides as antimuscarinic agents
-
Diaryl piperzineacetamide compounds useful as antimuscarinic agents for treating a variety of indications such as Parkinson's disease, motion sickness and for the inhibition of gastric acid secretion.
- -
-
-
- EXPERIMENTAL ANTIULCER AGENTS: N-SUBSTITUTED 2-(4-METHYL-1-PIPERAZINYL)ACETAMIDES AS PIRENZEPINE MODELS AND SOME RELATED COMPOUNDS
-
Reactions of N-cyclohexyl-2-chloroacetamide, N-phenyl-2-chloroacetamide, N-(4-dimethylaminophenyl)-2-chloroacetamide, N-(2-nitrophenyl)-N-phenyl-2-chloroacetamide, its 3-nitrophenyl and 4-nitrophenyl analogues, N-(2-benzylphenyl)-2-chloroacetamide, 5-(chloroacetyl)dibenzazepine, and its 10,11-dihydro derivative with piperazine, 1-methylpiperazine, 2-(1-piperazinyl)ethanol, and 3-(1-piperazinyl)propanol resulted in compounds II, III, V -XV, XVIII, XXI, and XXIII, simple analogues of the antiulcer agent pirenzepine (I).Contributions to the syntheses and characterization of mianserin (XIX), bisnor analogue of imipramine (XXV), and pirenzepine (I) are presented.Two 2-aryl-2-(2-pyridyl)thioacetamides XXXVIII and XL were synthesized via nitriles XXXIX and XLI.Compounds XI (VUFB-17 104) and XXI (VUFB-17 113) were found to be rather effective as anti-ulcer agents and anticholinergics.
- Hulinska, Hana,Polivka, Zdenek,Jilek, Jiri,Sindelar, Karel,Holubek, Jiri,et al.
-
p. 1820 - 1844
(2007/10/02)
-