73239-00-6Relevant academic research and scientific papers
Willgerodt-Kindler reaction at room temperature: Synthesis of thioamides from aromatic aldehydes and cyclic secondary amines
Kale, Arun D.,Tayade, Yogesh A.,Mahale, Sachin D.,Patil, Rahul D.,Dalal, Dipak S.
, (2019/09/12)
A simple method for the synthesis of thioamide derivatives in DMSO at room temperature and at 120 °C has been developed. Total 27 compounds were prepared under both conditions via a one-pot, three component reaction between substituted aromatic aldehydes,
Sulfated polyborate catalyzed Kindler reaction: a rapid, efficient, and green protocol
Khatri, Chetan K.,Mali, Anil S.,Chaturbhuj, Ganesh U.
, p. 1463 - 1468 (2017/07/18)
A rapid, green, and efficient one-pot, three-component Kindler reaction was developed using a sulfated polyborate catalyst. The method described the reaction of aldehydes, amines/ammonium acetate, and sulfur for the synthesis of thioamides using sulfated polyborate under a solvent free condition at 100?°C. The key features of the present protocol are high yields, short reaction time, easy workup, and recyclability of a catalyst which gives economical as well as ecological rewards. The present method also has an ability to tolerate a variety of functional groups. Graphical abstract: [Figure not available: see fulltext.].
Thiol as a synthon for preparing thiocarbonyl: Aerobic oxidation of thiols for the synthesis of thioamides
Wang, Xi,Ji, Miran,Lim, Seungyeon,Jang, Hye-Young
, p. 7256 - 7260 (2014/08/18)
It is a constant challenge to develop an environmentally friendly, atom-economical, and step-economical method for the preparation of thioamides. Herein, we describe an oxidation method that affords the direct conversion of thiols to thioamides without the use of exogenous sulfur reagents. This is the first instance of a successful utilization of thiols as a synthon for the preparation of thioamides under economical conditions.
SOLVENT EFFECT IN THE WILLGERODT-KINDLER REACTION
Kanyonyo, Martial R.,Ucar, Huseyin,Isa, Majed,Carato, Pascal,Lesieur, Daniel,et al.
, p. 17 - 22 (2007/10/03)
The Willgerodt-Kindler reaction was studied on three different model compounds (4-bromobenzaldehyde, 4-fluorobenzaldehyde, 4-methoxyacetophenone) with particular emphasis on the influence of the solvent on the yield of the reaction.Best conditions involved the use of polar aprotic solvents such as DMF.This finding was applied to the Willgerodt-Kindler reaction of two difficult substrates, i.e. 3-methyl-6-formyl-2(3H)-benzoxazolinone and 3-methyl-6-formyl-2(3H)-benzothiazolinone with various secondary amines.
The reaction of α-amino-substituted diphenylphosphine oxide anions with elemental sulfur and selenium. A new route to thio- and selenoamides
Otten, P. A.,Gen, A. van der
, p. 499 - 506 (2007/10/02)
The lithiated anions of α-amino-substituted diphenylphosphine oxides 1, in which R can be hydrogen, aryl, alkyl and alkenyl, react with two equivalents of sulfur or selenium to form thio- and selenoamides, which can be isolated in good to excellent yields
