21122-37-2

Upstream product

• 5285-87-0 phenyl thiocyanate 
• 100-09-4 4-methoxybenzoic acid 
• 201230-82-2 carbon monoxide 
• 108-98-5 thiophenol 
• 123-11-5 4-methoxy-benzaldehyde 
• 882-33-7 diphenyldisulfane 
• 696-62-8 para-iodoanisole 
• 7464-46-2 p-nitrophenyl p-methoxybenzoate 
• 4181-97-9 phenyl 4-methoxybenzoate 
• 794-94-5 p-Methoxybenzoic anhydride 
• 4231-69-0 1-(4-methoxybenzoyl)-1H-1,2,3-benzotriazole 
• 135-77-3 1,2,4-trimethoxy-benzene 
• 78031-08-0 [(bromodifluoromethyl)sulfanyl]benzene 
• 100-66-3 methoxybenzene 

Downstream Products

• 611-94-9 4-Methoxybenzophenone 
• 54118-78-4 4'-methoxy-3-nitro-benzophenone 
• 23886-71-7 4-methoxy-4'-methylbenzophenone 
• 53451-90-4 phenyl 4-trifluoromethylphenyl sulfide 
• 2712-34-7 1,4-bis(phenylthio)-2,3,5,6-tetrafluorobenzene 
• 701-53-1 p-methoxybenzoyl fluoride 
• 50649-66-6 4-(methoxycarbonyl)phenyl 4-methoxybenzoate 
• 5633-57-8 1-methoxy-4-(phenylsulfanyl)benzene 
• 100-09-4 4-methoxybenzoic acid 
• 98-11-3 benzenesulfonic acid 
• 20849-32-5 phenyl p-methoxybenzenedithiocarboxylate 

Relevant academic research and scientific papers

Syntheses of thiol and selenol esters by oxidative coupling reaction of aldehydes with RYYR (Y = S, Se) under metal-free conditions

Thiol and selenol esters were synthesized by a direct oxidative coupling reaction of aldehydes with disulfides or diselenides in ethyl acetate under metal-free conditions. Among the oxidants examined, tert-butyl peroxide (TBP) was shown to give the best results. For the substrates with both electron-donating and electron-withdrawing substituents, the reaction proceeded smoothly and gave moderate to good yields. Compared with the previous method, the present route is very simple, atom-economical and environmentally friendly. This journal is the Partner Organisations 2014.

Rh(I)-Catalyzed Intramolecular Decarbonylation of Thioesters

Decarbonylative synthesis of thioethers from thioesters proceeds in the presence of a catalytic amount of [Rh(cod)Cl]2 (2 mol %). The protocol represents the first Rh-catalyzed decarbonylative thioetherification of thioesters to yield valuable thioethers. Notable features include the absence of phosphine ligands, inorganic bases, and other additives and excellent group tolerance to aryl chlorides and bromides that are problematic using other metals to promote decarbonylation. Gram scale synthesis, late-stage pharmaceutical derivatization, and orthogonal site-selective cross-couplings by C-S/C-Br cleavage are reported.

Pd-Catalyzed Double-Decarbonylative Aryl Sulfide Synthesis through Aryl Exchange between Amides and Thioesters

We report the palladium-catalyzed double-decarbonylative synthesis of aryl thioethers by an aryl exchange reaction between amides and thioesters. In this method, amides serve as aryl donors and thioesters are sulfide donors, enabling the synthesis of valuable aryl sulfides. The use of Pd/Xantphos without any additives has been identified as the catalytic system promoting the aryl exchange by C(O)-N/C(O)-S cleavages. The method is amenable to a wide variety of amides and sulfides.

Cu-Catalyzed Oxidative Thioesterification of Aroylhydrazides with Disulfides

An alternative thioesterification reaction via copper-catalyzed oxidative coupling of readily available aroylhydrazides with disulfides is developed, in which oxidative expulsion of N2 overcomes the activation barrier between the carboxylic acid derivativ

Visible-Light-Mediated Cross Dehydrogenative Coupling of Thiols with Aldehydes: Metal-Free Synthesis of Thioesters at Room Temperature

Thioesters play a crucial role in biological systems and serve as important building blocks for organic synthesis. Herein, Eosin Y and TBHP mediated photochemical cross dehydrogenative coupling (PCDC) between feedstock aldehydes and thiols has been descri

Ni-Catalyzed Cross-Electrophile Coupling of Aryl Triflates with Thiocarbonates via C-O/C-O Bond Cleavage

A nickel-catalyzed reductive coupling of aryl triflates with thiocarbonates is reported here. Both electron-rich and -deficient aryl C(sp2)-O electrophiles as well as a class of O-tBu S-alkyl thiocarbonates are compatible with the optimized reaction conditions, as evidenced by 49 examples. The reaction also proceeds with good chemoselective cleavage of the C-O bond with regard to thioesters. This work broadens the scope of nickel-catalyzed reductive cross-electrophile coupling reactions.

Methanesulfonic anhydride-promoted sustainable synthesis of thioesters from feedstock acids and thiols

Abstract: An unprecedented metal-, halogen- and solvent-free, MSAA-promoted S-carbonylation of thiols with feedstock acids has been developed. This new transformation provides an efficient and atom-economic strategy for the synthesis of thioesters in a single operation from readily available and inexpensive starting materials. The reaction avoids the use of expensive and hazardous coupling reagents, bases and generates water as the only by-product, thus making this chemical synthetic process more viable, environment-friendly and contributing towards sustainable chemistry. Graphic abstract: [Figure not available: see fulltext.].

Method for preparing benzoic acid-S-phenyl ester compound through cuprous catalysis

The invention discloses a method for preparing a benzoic acid-S-phenyl ester compound shown as a formula (IV) through cuprous catalysis. The preparation method comprises the following steps of: preparing a reaction product from a benzaldehyde compound shown as a formula (I), elemental sulfur shown as a formula (II) and an iodobenzene compound shown as a formula (III) by using cuprous iodide as a catalyst, tetraethylammonium bromide as an alkali and N, N-dimethylformamide as a medium, and carrying out post-treatment on the reaction product to obtain the benzoic acid-S-phenyl ester compound, wherein the formulas are described in the specification. The method is efficient in chemical agent and low in cost; and the catalytic system has wide adaptability and is suitable for large-scale production of chemical intermediates.

Thioesterification and Selenoesterification of Amides via Selective N-C Cleavage at Room Temperature: N-C(O) to S/Se-C(O) Interconversion

The direct nucleophilic addition to amides represents an attractive methodology in organic synthesis that tackles amidic resonance by ground-state destabilization. This approach has been recently accomplished with carbon, nitrogen and oxygen nucleophiles.

Controlled Ni-catalyzed mono- and double-decarbonylations of α-ketothioesters

A method for Ni-catalyzed controlled decarbonylation of α-ketothioesters is described. Mono- and double-decarbonylations, which gave thioesters and thioethers, respectively, were selectively achieved by changing the ligand. A fundamental study of Ni-catalyzed decarbonylation of α-ketothioesters is presented.