15088-74-1

Upstream product

• 106-43-4 para-chlorotoluene 
• 874-60-2 4-methyl-benzoyl chloride 
• 7783-06-4 hydrogen sulfide 
• 56-23-5 tetrachloromethane 
• 60410-77-7 bis(4-methylbenzenethiocarbonyl) sulphide 
• 3335-25-9 4-methylthiobenzoyl chloride 
• 120449-42-5 Se-phenyl 4-methylbenzenecarboselenothioate 
• 58634-30-3 2-phenyl-5-p-tolyl-1,3-dithiolium-4-olate 

Downstream Products

• 15024-08-5 4-methylphenyl 4-methylbenzoate 

Relevant academic research and scientific papers

Group 13 metal carbochalcogenoato complexes: Synthesis, X-ray structure analysis, and reactions

A series of alkali metal tetrakis(carbochalcogenoato)-gallates and -indates M[M′(EOCR)4](solv.) (M?=?alkali metal; M′?=?Ga, In; E?=?S, Se) and tris(carbodithioato)aluminum, -gallates and -indates M′ (SSCR)3 (M′?=?Al, Ga, In) were prepared by the reactions of alkali metal carbochalcogenate with metal trihalogenides (M′X3; M′?=?Al, Ga, In; X?=?Cl, Br) and by those of piperidinium carbodithioates or carbodithioic and carboselenoic acids with M′X3, respectively. An X-ray molecular structure analysis revealed that they have an acetone molecule as a crystal solvent. The reactions of the potassium complexes K[M′ (EOCR)4](H2O) (E?=?S, Se) with methanol and primary and secondary amines gave the corresponding methyl ester and amides in good yields, while the reactions with iodomethane and iodine gave S- and Se-methyl chalcogenoesters RCOEMe (E?=?S, Se) in good yields. Similar reactions of the tris(carbodithioato)gallates and -indates led to the corresponding O-methyl thioesters, thioamides, and S-methyl dithioesters in moderate to good yields. Oxidation of the tetrakis- and tris-derivatives with iodine afforded the corresponding diacyl dichalcogenides (RCOE)2 (E?=?S, Se) and di(carbothioyl) disulfides in quantitative yields. These reactions appeared to occur on the carbonyl or selenium atom of the tetrakis compounds and on the sulfide sulfur or thiocarbonyl carbon atom of the tris-compounds, respectively. A possible mechanism for these I2-oxidation reactions is discussed.

Diacyl Disulfide: A Reagent for Chemoselective Acylation of Phenols Enabled by 4-(N,N-Dimethylamino)pyridine Catalysis

A general and excellent acylation reagent, diacyl disulfide, was uncovered for efficient ester formation enabled by DMAP (4-(N,N-dimethylamino)pyridine) catalysis. This protocol offered a promising synthetic platform on site-selective acylation of phenolic and primary aliphatic hydroxyl groups, which greatly expanded the realm of protecting group chemistry. The importance of the reagent was also reflected by its excellent moisture tolerance, high efficiency, and potential in synthetic chemistry and biologically meaningful natural product modification.

A facile method for the synthesis of diacyl disulfides

A facile method for the synthesis of diacyl disulfides is reported. Sulfur is reduced with samarium diiodide at room temperature to give samarium disulfides, which react with acyl chlorides in the presence of HMPA to afford the corresponding diacyl disulfides in high yields.

Synthesis of diacyl disulfides using a polymer supported reagent

Various diacyl disulfides are prepared easily in high yields from the corresponding acid chlorides under mild and non-aqueous conditions using a polymer supported reagent obtained from elemental sulfur and Amberlyst (OH)- . The polymeric reagent is regenerable.

A convenient method for the synthesis of diacyl disulfides

A simple and general method for the synthesis of diacyl disulfides is reported. Sulfur is allowed to react with sodium hydroxide to give sodium disulfide at 65°C under PTC, which can react with acyl halides to afford diacyl disulfides in good to excellent isolated yields. The effects of solvents and phase transfer catalysts are discussed.

Se-Aryl Alkane- or Arenecarboselenothioates: Synthesis and Some Reactions

A series of Se-aryl carboselenothioates 3 (RCSSeAr, R=alkyl, aryl) were synthesized and characterized from the reaction of bis(thioacyl) sulfides 1 with sodium areneselenolates.The thionselenolesters 3 are stable (liquid or crystals) both thermally and to moisture.Reactions of 3 with aliphatic primary and secondary amines gave the corresponding ammonium carbodithioates 8 together with diphenyl diselenide 7.In contrast, treatment with aromatic amines or sodium alcoholates afforded the corresponding thioamides or O-alkyl or O-aryl thionoesters in good yields.The oxidation of 3 with m-chloroperbenzoic acid gave the corresponding sulfides 12 and acyl arylseleno sulfides 13 which are formed by a rearrangement of the ArSe group to the thiocarbonyl sulfur atom.

PHOTOOXIDATION OF SOME MESOIONIC AND RELATED SYSTEMS

Photooxidation of several mesoionic compounds gave ring cleavage products, some of which were apparently formed via the endoperoxides of the mesoionic rings.Photooxidation of a Δ2-oxazolin-4-one and Δ2-thiazolin-4-one gave the corresponding 4,4'-bisoxa- and bisthiazolinone in dichloromethane, whereas the former gave benzamide in dimethylformamide.