50903-04-3Relevant articles and documents
Metal-free three-component synthesis of thioamides from β-nitrostyrenes, amines and elemental sulfur
Peng, Ling,Ma, Li,Ran, Ying,Chen, Yunfeng,Zeng, Zhigang
supporting information, (2021/05/05)
A metal-free C[dbnd]C bond cleavage reaction of β-nitrostyrenes in the presence of elemental sulfur and secondary amines/amides is described. Elemental sulfur serves as both a raw material and an oxidant for C[dbnd]C bond cleavage, and secondary amines or amides are both feasible nitrogen sources. Besides mild reaction condition and simple work-up procedure, the method provided thioamides with good to excellent yields.
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.].
Zinc chloride catalyzed ring opening of N-arylsulfonyl aziridines by thioamides: A new approach to the synthesis of amidines
Hajibabaei, Khadijeh,Zali-Boeini, Hassan
, p. 2044 - 2048 (2014/11/08)
The first zinc chloride catalyzed ring opening of N-arylsulfonyl aziridines by thioamides is described. Various thioamides were reacted with N-arylsulfonyl aziridines in the presence of a catalytic amount of dry zinc chloride to provide the corresponding
Reactions of Phosphonate Carbanions with Selenium or Sulfur in the Presence of Amines. Synthesis of Seleno- and Thioamides
Okuma, Kentaro,Ikari, Koumei,Ohta, Hiroshi
, p. 131 - 134 (2007/10/02)
The reaction of phosphonate carbanions with elemental selenium in the presence of amines afforded the corresponding selenoamides in moderate yields.The reaction of these anions with sulfur also gave thioamides.These reactions might proceed through thio- or selenoaldehyde intermediates.
Reaction of Thioaldehydes with Amines
Okuma, Kentaro,Komiya, Yasuo,Ohta, Hiroshi
, p. 2402 - 2406 (2007/10/02)
The reaction of phosphonium ylides with elemental sulfur gave thioaldehydes, which changed to the corresponding thioamides in good yields when treated with amines.When thioaldehydes containing α-hydrogens were treated with secondary amines, the corresponding enamines or reduction products were obtained.
Synthesis of thiobenzamides by a Willgerodt-Kindler type reaction using benzyl chlorides and secondary amines
Bhattacharya, Pranab K.,Bandyopadhyay, Soumitra,Pakrashi, Satyesch
, p. 673 - 674 (2007/10/02)
Benzyl chlorides, variously substituted at p-position react with secondary amine and sulphur under relatively mild conditions to afford N,N-disubstituted thiobenzamides in moderate to good yields.
Reactions of Phosphonium Ylides with S8 or Se in the Presence of Amines. Formation of Thioaldehydes or Selenoaldehydes
Okuma, Kentaro,Komiya, Yasuo,Ohta, Hiroshi
, p. 1145 - 1148 (2007/10/02)
The reaction of phosphonium ylides with elemental sulfur gave thioaldehydes which were successfully changed to corresponding thioamides when treated with secondary amines.On the other hand, the reaction of selenoaldehydes with secondary amines afforded bis(dialkylamino)methanes in good yields.
Infrared spectra of several thiopiperidides and thiomorpholides
Cornea, Felicia,Cercasov, Cornelia,Ciureanu, Mariana
, p. 775 - 782 (2007/10/02)
Infrared spectra in the 1700-500 cm-1 region have been studied for several types of thiopiperidides (thiobenzoylpiperidides, thiocinnamoylpiperidides and phenylthioacetpiperidides) and for the corresponding thiomorpholides.Three characteristic thioamide bands were located and assigned.The behaviour of these bands on molecular complexing (with iodine as an electron acceptor) was used to support the assignments.The experimental data were discussed in terms of the theoretical results obtained by an HMO procedure.
