40753-17-1Relevant academic research and scientific papers
Synthesis of Alkynylthiopyridinium Salts and Their Use as Thioketene Equivalents
Averesch, Kai F. G.,Pesch, Henner,Golz, Christopher,Alcarazo, Manuel
supporting information, p. 10472 - 10477 (2019/07/18)
A synthetic method has been developed for the preparation of dihalo(pyridinium)sulfuranes and their transformation into alkynylthiopyridinium salts, starting from inexpensive thiopyridones. The reactivity of these salts towards different nucleophiles is evaluated. Most thiols and amines are converted into dithioesters and thioamides, respectively; whereas sterically demanding thiols delivered alkynylthioethers. These results, together with preliminary mechanistic studies reveal that alkynylthiopyridinium salts can be considered synthetic equivalents of unstable thioketenes.
1,2,3-Thiadiazoles with unsaturated side chains; synthesis, polymerization, and photocrosslinking
Al-Smadi, Mousa,Hanold, Norbert,Kalbitz, Helga,Meier, Herbert
supporting information; experimental part, p. 2539 - 2546 (2009/12/08)
1,2,3-Thiadiazoles with polymerizable functionalities in the 4-position were synthesized as potential negative photoresists. The polymerization to soluble, film-forming materials must leave the heterocyclic rings intact, because they are needed for photocrosslinking reactions to give insoluble materials. 1,2,3-Thiadiazoles 1 cycloeliminate N2 on irradiation. The resulting 1,3-diradicals 2 have various options for stabilization processes leading to alkynes 3 or to higher heterocycles 5-12. The generation of atomic sulfur and its involvement in these subsequent reactions must be avoided. Therefore, systems like model compound 1a, in which the 1,3-diradicals form 2-methylene-1,3-dithioles (dithiafulvenes) 9 were selected here. Optimization gave ultimately two materials for application as photoresists. Monomer 1c could be polymerized in the presence of boron trifluoride to soluble 1c′, which on irradiation formed 1c″ as a cross-linked insoluble polymer. Furthermore, thiadiazole 1f was attached to polystyrene 26. The resulting soluble polymer 1i′ yielded the insoluble material 1i″ on irradiation. Georg Thieme Verlag Stuttgart.
Synthesis and Crystal and Molecular Structures of 5-Benzyl-4-(p-nitrophenyl)-2-phenyl-1,3-thiazole
Terent'eva,Petrov,Potekhin,Struchkov
, p. 634 - 636 (2007/10/03)
The reaction of potassium 2-phenylethynethiolate with 1-phenyl-3-(p-nitrophenyl)nitrile ylide yields a [2+3]-cycloaddition product, 5-benzyl-4-(p-nitrophenyl)-2-phenyl-1,3-thiazole. Its crystal and molecular structures have been established by X-ray analy
A general synthesis of benzofuran-2-thiolates via intramolecular addition of phenolates to alkynethiolates
D'Hooge, Bart,Smeets, Stefan,Toppet, Suzanne,Dehaen, Wim
, p. 1753 - 1754 (2007/10/03)
4-(ortho-Hydroxyaryl)-1,2,3-thiadiazoles can be transformed into benzofuran-2-thiolates via an intramolecular cyclization.
α,β-UNSATURATED THIOLATES AND THEIR ANALOGS IN CYCLOADDITION REACTIONS. XX. REINVESTIGATION OF THE REACTION OF 2-ARYLETHYNETHIOLATES WITH NITRILE IMINES
Terent'eva, N. A.,Petrov, M. L.,Potekhin, K. A.,Struchkov, Yu. T.,Galishev, V. A.
, p. 364 - 372 (2007/10/02)
The reaction of potassium 2-arylethynethiolates with nitrile imines gives the products from -cyclization, i. e., 1,3,4-thiadiazolines, and not the -cyclization products, as suggested earlier. The reaction of potassium 2-phenylethynethiolate with
1-Alkynyl Disulfides: Their Characterization and Their 1-Thiapropargyl-3-Thiaallenyl Rearrangements
Noerkjaer, Kim,Senning, Alexander
, p. 73 - 78 (2007/10/02)
The synthesis of novel 1-alkynyl disulfides 1 is described together with their 1-thiapropargyl-3-thiaallenyl rearrangement and a -sigmatropic shift of 1-alkynyl amino disulfides, followed by rearrangement of the aminothio-substituted thioketenes so formed. Key Words: 1-Alkynyl disulfides / Thioketenes, thio-substituted / α-Dithiones
α,β-UNSATURATED THIOLATES AND THEIR ANALOGS IN CYCLOADDITION REACTIONS XVI. REACTION OF 2-ARYLETHYNETHIOLATE SALTS WITH PHENYL ISOSELENOCYANATE
Zmitrovich, N. I.,Petrov, M. L.,Petrov, A. A.
, p. 1219 - 1222 (2007/10/02)
Potassium 2-arylethynethiolates enter into cyclization with phenyl isoselenocyanate at the C=Se bond with the formation of the products from 1,3-anionic cycloaddition, i.e., 2-phenylimino-4-aryl-1,3-thiaselenoles.The reaction is accelerated by donating su
Functionally Substituted Vinyl Carbanions, 25. Heteroatom Influence on Vinylic Deprotonation
Atta, Ferial M.,Betz, Rainer,Schmid, Bruno,Schmidt, Richard R.
, p. 472 - 481 (2007/10/02)
Direct lithiation of (E)-(phenylvinyl)phosphonate 2 with LDA takes place at 1-position; with electrophiles compounds 3 were obtained.The (Z)-1-(ethylsulfinyl)-2-(ethylthio)ethylene 7 delivers on reaction with methyllithium mainly thze 1-lithiated species
Methylation of 4-Phenyl-1,2,3-thiadiazole. Reaction of Nucleophiles with N-Methyl-1,2,3-thiadiazolium Salts and the Crystal Structure of the Products
Auricchio, S.,Brueckner, S.,Giunchi, L. Malpezzi,Kozinsky, V. A.,Zelenskaja, O. V.
, p. 1217 - 1219 (2007/10/02)
The methylation of 4-phenyl-1,2,3-thiadiazole yields both N-methylated products.These react differently with nucleophiles.The structure of the product of the reaction with morpholine has been determined through X-ray diffraction analysis.
