77129-81-8Relevant academic research and scientific papers
Preparation method of phenyl crotonic acid ester compound
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Paragraph 0030-0032; 0036; 0056-0057, (2021/05/19)
The invention relates to the technical field of organic synthesis, in particular to a preparation method of a phenyl crotonate compound, the preparation method comprises the following steps: S1, carrying out Willgerodt-Kindler reaction on an acetophenone
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
Selective reduction of carbonyl groups in the presence of low-valent titanium reagents
Lin, Wei,Hu, Ming-Hua,Feng, Xian,Fu, Lei,Cao, Cheng-Pao,Huang, Zhi-Bin,Shi, Da-Qing
, p. 2238 - 2242 (2014/04/17)
The chemoselective reduction of several structurally diverse compounds containing carbonyl groups was achieved in the presence of low-valent titanium reagents. This novel synthetic method provides easy access to highly selective reduction of carbonyl groups, and possesses several advantages including one-step procedure, convenient manipulation, good to excellent yields, and short reaction times.
Sulfated tungstate: A green catalyst for synthesis of thiomorpholides via Willgerodt-Kindler reaction
Salim, Suresh D.,Pathare, Sagar P.,Akamanchi, Krishnacharya G.
experimental part, p. 78 - 81 (2012/06/04)
Use of sulfated tungstate as an efficient, green and reusable catalyst for preparation of thiomorpholides via Willgerodt-Kindler reaction pathway is presented. The reaction proceeds under solvent free condition. The advantages of this method are high yiel
Ultrasound-mediated willgerodt-kindler reactions: Non-thermal synthesis of thioacetamides
Mojtahedi, Mohammad M.,Alishiri, Tooba,Abaee, M. Saeed
experimental part, p. 1910 - 1915 (2011/10/08)
Non-thermal, solvent-free condensation of several aryl methyl ketones with amines and elemental sulfur is efficiently conducted using ultrasonic irradiation within short time periods. Consequently, various thioacetamides are conveniently synthesized. Simi
Silica-supported fluoroboric acid (HBF4-SiO2) catalyzed highly productive synthesis of thiomorpholides as activators of l-asparaginase as well as the antioxidant agent
Bandgar, Babasaheb P.,Gawande, Shrikant S.,Warangkar, Suchita C.,Totre, Jalinder V.
experimental part, p. 3618 - 3624 (2010/08/03)
An efficient solvent-free procedure for the synthesis of thiomorpholides in the presence of a catalytic amount of solid-supported fluoroboric acid (HBF4-SiO2) is described. The advantages of this method are high yields, short reaction times, ease of product isolation, low cost, and the catalyst can be recycled for a number of times without significant loss of activity. Three thiomorpholides possessing electron-donating group (4c, 4g, and 4h) were exhibiting excellent stimulatory activities against Erwinia carotovora l-asparaginase. The most potent activator, compound 4h displayed the following kinetic parameters, Km = 75 μM and Vmax = 1000 μmol mg-1 min-1 and KA = 0.985 μM. Furthermore, these compounds (4g, 4h, 4c, 4f, 4a, and 4d) have also shown promising 2,2′-diphenyl-1-picrylhydrazyl (DPPH) reducing antioxidant activity (21-36%) at 1 mM concentration as compared to standard butylated hydroxyl anisole (72% at 1 mM).
Willgerodt-kindler's microwave-enhanced synthesis of thioamide derivatives
Poupaert, Jacques H.,Duarte, Sandro,Colacino, Evelina,Depreux, Patrick,McCurdy, Christopher R.,Lambert, Didier L.
, p. 1959 - 1973 (2007/10/03)
The Willgerodt-Kindler reaction was applied to a series of aromatic aldehydes and ketones. The reactions were performed in a dipolar aprotic solvent (mainly DMF) in the presence of a base catalyst (4-methylmorpholine) and utilized microwave (mw) irradiation. The pulsed mw technique rather than the continuous irradiation was preferred because it limited side reactions and hydrogen sulfide production. While not always superior to the thermal activation of the reaction, the procedure involving repetitive short pulses of microwave irradiation was found to be faster and result in consistently cleaner products. The technique can be easily applied in a fast parallel synthesis process.
A facile synthesis of phenylacetic acids via Willgerodt-Kindler reaction under PTC condition
Alam, Mujahid,Adapa, Srinivas R.
, p. 59 - 63 (2007/10/03)
Phenylacetic acids are efficiently synthesized from acetophenones via thiomorpholides under Phase Transfer Catalytic (PTC) condition. The reaction proceeds efficiently by using triethyl benzyl ammonium chloride (TEBA) as PTC and the reaction time decreased dramatically upto 1/5th (24-5) to afford pure products in good to excellent yield.
A versatile one-pot synthesis of 2,3,5-tri-substituted thiophenes from thiomorpholides
Matloubi Moghaddam, Firouz,Zali-Boinee, Hassan
, p. 6253 - 6255 (2007/10/03)
An efficient method for the preparation of 2,3,5-trisubstituted thiophenes in a one-pot synthesis from thiomorpholides via the thio-Claisen rearrangement was developed.
Reactions of N,N-(dialkyl)arylthioacetamides with dialkyl acetylenedicarboxylates
Kosterina, M. F.,Morzherin, Yu. Yu.,Tkachev, A. V.,Rybalova, T. V.,Gatilov, Yu. V.,Bakulev, V. A.
, p. 653 - 658 (2007/10/03)
2-(Alkoxycarbonylmethylidene)-4-aryl-5-(dialkylamino)thiophen-3(2H)-ones were synthesized by condensation of N,N-(dialkyl)arylthioacetamides with dialkyl acetylenedicarboxylates. Intermediate substituted vinylic sulfides were isolated. When heated or in t
