73239-00-6Relevant articles and documents
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,
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.
