531-05-5Relevant academic research and scientific papers
Synthesis of new heterocyclic compounds using Lawesson reagent
El-Kateb, Ahmed A.,Abd El-Rahman, Naglaa M.
, p. 249 - 254 (2006)
Lawesson reagent 1 reacts with Mannich bases of β-naphthol 2 and 8-hydroxyquinoline 4 to give oxthiaphosphinine-3-sulfide derivatives 3 and 5, respectively. Reaction of 1 with benzaldehyde in the presence of trialkyl phosphite yields 1,3,5,2-trithiaphosph
1,3,5-Trithianes and sulfur monochloride/sodium sulfide: an alternative route to 3,5-disubstituted 1,2,4-trithiolanes
Tanini, Damiano,Trapani, Francesca,Capperucci, Antonella
, p. 635 - 644 (2020/09/01)
Treatment of substituted 1,3,5-trithianes with S2Cl2 and Na2S under mild conditions provides 3,5-disubstituted 1,2,4-trithiolanes, as mixture of diastereoisomers.
A THIONATION PROCESS AND A THIONATING AGENT
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Page/Page column 18, (2012/08/27)
A process for transforming a group >C=O (I) in a compound into a group >C=S (II) or into a tautomeric form of group (II) in a reaction giving a thionated reaction product, by use of crystalline P2S5·2 C5H5N as a thionating agent. A thionating agent which is crystalline P2S5·2 C5H5N
A thionation process and a thionating agent
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Page/Page column 13, (2012/08/14)
A process for transforming a group >C=O (I) in a compound into a group >C=S (II) or into a tautomeric form of group (II) in a reaction giving a thionated reaction product, by use of crystalline P2S5·2 C5H5N as a thionating agent. A thionating agent which is crystalline P2S5·2 C5H5N.
Thionations using a P4S10-pyridine complex in solvents such as acetonitrile and dimethyl sulfone
Bergman, Jan,Pettersson, Birgitta,Hasimbegovic, Vedran,Svensson, Per H.
experimental part, p. 1546 - 1553 (2011/06/11)
Tetraphosphorus decasulfide (P4S10) in pyridine has been used as a thionating agent for a long period of time. The moisture-sensitive reagent has now been isolated in crystalline form, and the detailed structure has been determined by X-ray crystallography. The thionating power of this storable reagent has been studied and transferred to solvents such as acetonitrile in which it has proven to be synthetically useful and exceptionally selective. Its properties have been compared with the so-called Lawesson reagent (LR). Particularly interesting are the results from thionations at relatively high temperatures (165 °C) in dimethyl sulfone as solvent. Under these conditions, for instance, acridone and 3-acetylindole could quickly be transformed to the corresponding thionated derivatives. Glycylglycine similarly gave piperazinedithione. At these temperatures, LR is inefficient due to rapid decomposition. The thionated products are generally cleaner and more easy to obtain because in the crystalline reagent, impurities which invariably are present in the conventional reagents, P4S 10 in pyridine or LR, have been removed. 2011 American Chemical Society.
A new convenient procedure for the thionation of carbonyl compounds utilizing tetrachlorosilane-sodium sulfide
Salama, Tarek A.,El-Ahl, Abdel-Aziz S.,Elmorsy, Saad S.,Khalil, Abdel-Galil M.,Ismail, Mohamed A.
experimental part, p. 5933 - 5936 (2010/01/11)
A combination of tetrachlorosilane (TCS) and sodium sulfide in acetonitrile is found to be an efficient thionating reagent for aromatic aldehydes in the absence of catalysis to give the corresponding thioaldehydes as trimers in good yields. Under cobalt(I
Chemistry of Silyl Thioketones. Part 4. 2,4,6-Triaryl-2,4,6-tris(trimethylsilyl)-1,3,5-trithianes from Silyl Thioketones: Crystal Structure of 2,4,6-Triphenyl-2,4,6-tris(trimethylsilyl)-1,3,5-trithiane and Stereochemistry of Desilylation with Fluoride Ion
Bonini, Bianca F.,Mazzanti, Germana,Zani, Paolo,Maccagnani, Gaetano
, p. 1499 - 1502 (2007/10/02)
Silyl thioketones are easily converted into the corresponding trimers (1,3,5-trithianes) under acidic conditions.Both the α-(cis,trans)-and the β-(cis,cis)-isomers were isolated.The β-diastereoisomers predominate over the α-form.The major isomer from the
REACTIONS OF 2,4,6-TRIARYL-DIHYDRO-1,3,5-DITHIAZINES WITH ELECTROPHILIC REAGENTS
Takikawa, Yuji,Shimada, Kazuaki,Makabe, Takahiro,Takizawa, Saburo
, p. 1503 - 1506 (2007/10/02)
2,4,6-Triaryl-dihydro-1,3,5-dithiazines reacted with electrophilic reagents such as p-TsOH*H2O, CF3COOH, HCl, and BF3*OEt2 under reflux in CH3CN to afford α-2,4,6-triaryl-1,3,5-trithianes and β-isomers (3a-d) in good yields.Reaction with I2 gave selectively 3a-d in high yields, while with ICl or IBr gave 3a-d and p-substituted benzylideneamine*HY.
ELECTROCHEMICAL REDUCTION OF α,α'-DIBROMO-DIBENZYLSULFONE, -SULFOXIDE, AND -SULFIDE
Fry, Albert J.,Ankner, Kjell,Handa, Vijay
, p. 1791 - 1794 (2007/10/02)
The electrochemical reduction of the title compounds in dimethylformamide affords in all cases stilbene as a major product, leading to the conclusion that cyclization to a three-membered ring containing sulfur is a common feature in these reductions.Other products isolated in the reductions help to shed light upon the course of the reactions.
A New Acid-catalysed Rearrangement of Thiosulphinates to α-Acetylthio-sulphoxides in Acetic Anhydride
Furukawa, Naomichi,Morishita, Tsuyoshi,Akasaka, Takeshi,Oae, Shigeru
, p. 432 - 440 (2007/10/02)
Some thiosulphinates with at least one proton on the carbon adjacent to the sulphenyl sulphur react with acetic anhydride containing acetic acid to afford the corresponding α-acetylthio-sulphoxides.The mechanism of this reaction was studied using thiosulphinates labelled with (2)H, (13)C, and (18)O.These tracer experiments demonstrated that the reaction proceeds via an initial Ei reaction to form the corresponding sulphenic acid ant thioaldehyde followed by recombination in which the sulphur atom of the sulphenic acid adds to the carbon atom of the thioaldehyde, eventually affording the rearranged α-acetylthio-sulphoxide.The formation of the sulphenic acid was confirmed by trapping it with methyl acrylate.The mechanism of the reaction is discussed.
