4696-96-2Relevant academic research and scientific papers
Rapid and efficient protocol for Willgerodt–Kindler’s thioacetamides catalyzed by sulfated polyborate
Rekunge, Deelip S.,Khatri, Chetan K.,Chaturbhuj, Ganesh U.
, p. 2091 - 2095 (2017/10/06)
Abstract: A simple and efficient method for the synthesis of one-pot, three-component thioacetamides via Willgerodt–Kindler reaction was developed using a sulfated polyborate catalyst. The method described the reaction of ketones, sulfur, and secondary am
Synthesis of thioamides via one-pot A3-coupling of alkynyl bromides, amines, and sodium sulfide
Sun, Yadong,Jiang, Huanfeng,Wu, Wanqing,Zeng, Wei,Li, Jianxiao
supporting information, p. 700 - 707 (2014/01/06)
We herein describe a novel method for the synthesis of thioamides by a three component condensation of alkynyl bromides, amines, and Na 2S·9H2O. The developed method is applicable for a wide range of amines and alkynyl bromides bearing different functional groups furnishing the corresponding products in moderate to excellent yields. The Royal Society of Chemistry.
Optimum Conditions for the Willgerodt-Kindler Reaction. 3. Amine Variation
Lunstedt, Torbjoern,Carlson, Rolf,Shabana, Rashad
, p. 157 - 163 (2007/10/02)
Optimum conditions for the synthesis of phenylacetic acid thioamids by the joint action of elemental sulfur and amines on acetophenons have been studied with the following amines: Morpholine, pyrrolidine, 4-methylpiperidine, isopropylamine, 2-butylamine,
Reactions of 1-alkynyl thiocyanates with nucleophilic reagents. Synthesis of 2,4-disubstituted 1,3-thiazoles
Jong, R.L.P. de,Meijer, J.,Sukhai, R.S.,Bradsma, L.
, p. 310 - 313 (2007/10/02)
Reaction of 1-alkynyl thiocyanates RCC-S-CN (1) with alcohols, phenol or thiols or secondary aliphatic amines in the presence of anhydrous zinc chloride or boron trifluoride diethyl etherate gives mixtures of 2,4-disubstituted 1,3-thiazoles (2), thiocarbonyl compounds (3) (thiono esters, dithio esters or thioamides) and 2-alkylidene-1,3-dithioles (4).In all cases, the 1,3-thiazoles can be obtained in good yields if the proper reaction conditions are applied.Interaction between 1 and lithium dialkylamides LiNR'2 gives the compounds RCC-S-NR'2 (5) (attack on sulfur).With alkoxides R'O1-, the primary attack is on CN: the in termediacy alkynethiolate RCC-S1- subsequently reacts with the alkyl cyanate R'OCN to afford 1-alkynyl sulfides RCC-SR'(6)
