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Relevant academic research and scientific papers

Metal-Free C-N or C-C Bond Cleavages of α-Azido Ketones: An Oxidative-Amidation Strategy for the Synthesis of α-Ketothioamides and Amides

A novel metal-free oxidative-amidation strategy for the synthesis of α-ketothioamides and amides from α-azido ketones was developed. The C-H bond thionation of α-azido ketones with elemental sulfur could form α-ketothioacyl azide, which was then nucleophilically attacked by amines, causing the cleavage of the C-N bond to afford α-ketothioamides, while amides could be formed with the release of nitrogen gas and cyano anion in the presence of PhI(OAc)2 by selective C-C bond cleavage.

Na2S-mediated thionation: An efficient access to secondary and tertiary α-ketothioamides via Willgerodt-Kindler reaction of readily available arylglyoxals with amines

The task of this paper is to provide an efficient process for synthesis of secondary and tertiary α-ketothioamides via Willgerodt-Kindler reaction of readily available arylglyoxals with amines using Na2S as an effective catalyst. A plausible role for Na2S in the reaction of arylglyoxals with primary amines is proposed.

Reactions of diphenacylaniline and diphenacyl sulfide under Gewald conditions: Generation of enamines and thioamides

The 1,5-diketone, diphenacylaniline, yielded an enamine under Gewald conditions, while another 1,5-diketone, diphenacyl sulfide, resulted in thioamide formation under identical conditions. 2-Amino-4-(3-oxo-1,3- diphenylpropyl)-4,5,6,7-tetrahydrobenzo[b]th

Synthesis of α-ketothioamides via willgerodt-kindler reaction of arylglyoxals with amines and sulfur under solvent-free conditions

Willgerodt-Kindler reaction of arylglyoxal hydrates with secondary amines and elemental sulfur under solvent-free conditions at 80 °C is developed, in which α-ketothioamides are obtained in 70-90% yield in 0.6-1 hour. The X-ray crystal-structure analysis for one compound was obtained. Georg Thieme Verlag Stuttgart . New York.

Willgerodt-Kindler reaction of arylglyoxals with amines and sulfur in aqueous media: A simple and efficient synthesis of -ketothioamides

A simple and efficient method for the synthesis of -ketothioamides via the Willgerodt-Kindler reaction is developed. Reactions were carried out between arylglyoxal hydrates, amines and elemental sulfur in water at 80°C to afford corresponding -ketothioamides in good to high yields in a short reaction time.

A study of the Willgerodt-Kindler reaction to obtain thioamides and α-ketothioamides under solvent-less conditions

In this paper, the results obtained in the synthesis of thioamides and α-ketothioamides by a modification of the Willgerodt-Kindler reaction, under solvent-free and noncatalyst conditions using IR energy as a source of activation, are presented. The use of IR energy in these reactions has been shown to lead to a mixture of thioamide and α-ketothioamide as the main products in most cases, with the latter predominating. The yields of α-ketothioamides from most of these reactions are better than those reported previously. To the best of our knowledge, this is the first time that IR energy has been applied to promote the Willgerodt-Kindler reaction.

Iron-catalysed Oxidation of N,N-(Dialkyl)acylmethylamines with Molecular Oxygen in the Presence of either 2-Mercaptoethanol or Sodium Sulphide

Air-oxidation of N,N-(dialkyl)acylmethylamines (1a-f) using a catalytic amount of 2O> in the presence of 2-mercaptoethanol gave the corresponding α-oxo amides (2a-f) in moderate to good yields.With sodium sulphide in place of the thiol α-oxo thioamides (9a-f) were obtained as the predominant products.