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• 40753-17-1 2-benzylidene-4-phenyl-[1,3]dithiole 
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• 15424-14-3 N-phenylbenzohydrazonoyl chloride 
• 18440-58-9 1-(N-phenylhydrazono)-1-chloropropanone 

Relevant academic research and scientific papers

Synthesis of Alkynylthiopyridinium Salts and Their Use as Thioketene Equivalents

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

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.

On the ring-contraction of 1,4-dithiins to 1,3-dithiole derivatives

The effect of different factors (pKa of the base, nature of the counterion and dissociation of the ion pairs) on the course of the base-induced rearrangement of 1,4-dithiins to 1,3-dithiole derivatives is discussed. Ab initio calculations account for the driving force of these isomerisations.

The Electrochemical Reduction and a Novel Base-Catalyzed Rearrangement of 2,5-Diaryl-1,4-dithiins

The electrochemical reduction of 2,5-diphenyl-1,4-dithiin (DPD) and three derivatives carrying chloro (BCD), bromo (BBD) or nitro (BND) substituents in the p-position of both phenyl rings is reported.The results obtained by cyclic voltammetry in MeCN indi

1-Alkynyl Disulfides: Their Characterization and Their 1-Thiapropargyl-3-Thiaallenyl Rearrangements

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

Cleavage of 1,3-Oxathiol-2-one Rings with n-Butyllithium. A New Route to Alkyl Thiolates

1,3-Oxathiol-2-ones are converted by n-butyllithium into alkynyl thiolates. - Keywords: 1,3-Oxathiol-2-ones; Alkynyl thiolates

UNSATURATED THIOLATES AND THEIR ANALOGS IN CYCLOADDITION REACTIONS VIII. REACTION OF 2-ARYLETHYNETHIOLATES WITH ALKYL PHENYLPROPIOLATES

Alkali-metal 2-arylethynethiolates react with alkyl phenylpropiolates differently, depending on the nature of the cation.The lithium salt form 1,3-anionic cycloaddition product, i.e., alkyl 2,4-diaryl-3-thiophenecarboxylate.The potassium salt enters into a nucleophilic addition reaction at the triple bond of the ester to form the E-3-(2-arylethynylthio)-3-propenoic ester.The corresponding 1,4-dithiafulvenes are side products.

Some Novel Transformations of 1,4-Dithiafulvenes.

6-Phenyl-1,4-dithiafulvenes have been substituted at the 6-position by bromo, phenylazo, and nitroso groups; cation radical intermediates are proposed in these reactions.The 6-nitroso derivatives are deoxygenated by phosphines to give products derived from the fragmentation of intermediary nitrenes.

UNSATURATED THIOLATES IN CYCLOADITION REACTIONS. IV. REACTION OF POTASSIUM 2-PHENYLETHYNETHIOLATE WITH N-ARYLHYDRAZONOYL CHLORIDES

The reaction of potassium 2-phenylethynethiolate with N-arylhydrazonoyl chlorides in the presence of triethylamine leads to the formation of 2,4,5-trisubstituted 4H-1,3,4-thiadiazines.Without triethylamine the reaction leads to the quantitative formation

The Formation of Phenylthiirene

Photolysis and thermolysis of 4- and 5-phenyl-13C>-1,2,3-thiadiazole (4a and 4a') furnish the phenylthioacetic acid O-esters 19 and 21, respectively, and the 1,3-dithioles 22.A product analysis by 13C NMR spectroscopy shows on the b