1450-31-3Relevant academic research and scientific papers
Thia-Diels–Alder reactions of hetaryl thioketones with nonactivated 1,3-dienes leading to 3,6-dihydro-2H-pyrans: evidence for a diradical mechanism
Mlostoń, Grzegorz,Grzelak, Paulina,Linden, Anthony,Heimgartner, Heinz
, p. 518 - 525 (2017)
[Figure not available: see fulltext.] Dihetaryl thioketones possessing thiophen-2-yl and selenophen-2-yl rings react as “superdienophilic” reagents with nonactivated 1,3-dienes such as 2,3-dimethylbuta-1,3-diene, cyclopentadiene, and mixtures of isomeric
MECHANISTIC STUDIES ON THE THIATION OF CARBONYLS BY LAWESSON'S REAGENT: THE ROLE OF A 3-COORDINATE PHOSPHORUS(V) SPECIES.
Rauchfuss, Thomas B.,Zank, Gregg A.
, p. 3445 - 3448 (1986)
Structural, kinetic, and spectroscopic studies show that the mechanism for the thiation of organic carbonyls by Lawesson's reagent involves monomeric RPS2 intermediates.
Microwave assisted synthesis of ferrocenyl and hetaryl functionalized thioketones
Hamera-Fa?dyga, Ró?a,Grzelak, Paulina,Pipiak, Paulina,Mlostoń, Grzegorz
, p. 197 - 198 (2017)
The goal of the present study was elaboration of an efficient and simple protocol for the preparation of hetaryl and ferrocenyl functionalized thioketones via treatment of the corresponding ketones with Lawesson's reagent (L.R.) under microwave irradiatio
REACTION OF BENZILMONOHYDRAZONE WITH S4N4, A CORRECTION
Daley, Stephen T. A. K.,Rees, Charles W.
, p. 1759 - 1760 (1981)
Reaction of benzilmonohydrazone (1) with S4N4 gives the azine (6) and not the 2-H-imidazole (2); this invalidates the claim that (2) is not the intermediate in the formation of N-benzoyltriphenylimidazole from benzil and ammonia.S4N4 converts diphenylketene into thiobenzophenone.
A novel application of 2-silylated 1,3-dithiolanes for the synthesis of aryl/hetaryl-substituted ethenes and dibenzofulvenes
Mloston, Grzegorz,Pipiak, Paulina,Hamera-Fa?dyga, Róza,Heimgartner, Heinz
, p. 1900 - 1906 (2017)
Trimethylsilyldiazomethane (TMS-CHN2) reacts readily with hetaryl thioketones to give sterically crowded 2-trimethylsilyl- 4,4,5,5-tetrahetaryl-1,3-dithiolanes with complete regioselectivity at -75 °C as well as at rt. Thiofluorenone, a relatively stable and highly reactive aryl thioketone, yields upon treatment with TMS-CHN2at -60 °C the corresponding 1,3,4-thiadiazoline. This unstable cycloadduct undergoes decomposition at ca. -45 °C and the silylated thiocarbonyl S-methanide generated thereby is trapped with complete regioselectivity by aryl or hetaryl thioketones forming also sterically crowded 2-trimethylsilyl-1,3- dithiolanes. The obtained 1,3-dithiolanes, by treatment with an equimolar amount of TBAF in a one-pot procedure, are converted in high yields into hetaryl/aryl-substituted ethenes or dibenzofulvenes, respectively, via a cycloreversion reaction of the intermediate 1,3-dithiolane carbanion. The presented protocol offers a new, highly efficient approach to tetrasubstituted ethenes and dibenzofulvenes bearing aryl and/or hetaryl substituents.
Stereospecific Reactions of Donor–Acceptor Cyclopropanes with Thioketones: Access to Highly Substituted Tetrahydrothiophenes
Augustin, André U.,Sensse, Maximilian,Jones, Peter G.,Werz, Daniel B.
, p. 14293 - 14296 (2017)
Lewis-acid-catalyzed reactions of 2-substituted cyclopropane 1,1-dicarboxylates with thioketones are described. Highly substituted tetrahydrothiophenes with two adjacent quaternary carbon atoms were obtained in a stereospecific manner under mild conditions and in high yield when using AlCl3 as Lewis acid. Moreover, an intramolecular approach was successfully implemented to gain access to sulfur-bridged [n.2.1] bicyclic ring systems. Conversion of selenoketones, the heavier analogues, under similar conditions resulted in the formation of various tetrahydroselenophenes.
Dichotomy of 1,3-dipolar cycloreversions in a tetrasubstituted 2,5-dihydro-1,3,4-thiadiazole
Langhals, Elke,Huisgen, Rolf
, p. 443 - 448 (2006)
The cycloaddition of diphenyldiazomethane (8) to 16 thiohetones at 40°C which furnishes tetrasubstituted 2,5-dihydro-1,3,4-thiadiazoles, is followed by rapid N2 loss (see the preceding paper), with one exception: For the dihydrothiadiazole 10,
METHOD FOR PRODUCING TRICHLOROSILYLSULFIDE ANION AND ITS USE IN THE PREPARATION OF ORGANOSULFUR COMPOUNDS
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Paragraph 0109-0110, (2021/05/07)
Preparation of sulfur fine chemicals from sulfur sources is described.
Compound taking olefinic bond-containing seven-membered ring structure as core, and application of compound
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Paragraph 0070; 0080; 0081, (2020/07/15)
The invention discloses a compound taking an olefinic bond-containing seven-membered ring structure as a core, and application of the compound, and belongs to the technical field of semiconductors, wherein the structure of the compound is represented by a
Formation of Tetrahydrothiophenes via a Thia-Paternò-Büchi-Initiated Domino Photochemical Reaction
Kassir, Ahmad F.,Guillot, Régis,Scherrmann, Marie-Christine,Boddaert, Thomas,Aitken, David J.
supporting information, p. 8522 - 8527 (2020/11/12)
We have established photochemical access to thietane or tetrahydrothiophene compounds from thiobenzophenone derivatives and acrylonitrile, wherein the product selectivity is controlled by a simple adjustment of the reagent concentration in solution. Small libraries of five-membered ring sulfur-containing compounds were prepared through a thia-Paternò-Büchi reaction, followed by a previously unknown regioselective photochemical ring enlargement reaction in a domino process or a stepwise fashion. A mechanism is proposed to rationalize this ring enlargement reaction via a carbene species provided from photoexcited thiocarbonyl compounds.
