28122-80-7

Usage

InChI:InChI=1/C13H9BrOS/c14-11-6-8-12(9-7-11)16-13(15)10-4-2-1-3-5-10/h1-9H

Upstream product

• 98-88-4 benzoyl chloride 
• 106-53-6 para-bromobenzenethiol 
• 98-91-9 thiobenzoic acid 
• 589-87-7 1,4-bromoiodobenzene 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 5335-84-2 bis(4-bromophenyl)disulfide 
• 100-52-7 benzaldehyde 
• 611-73-4 Benzoylformic acid 
• 6343-27-7 1-benzoylpyrrolidine-2,5-dione 
• 55-21-0 benzamide 
• 135364-97-5 tert-butyl benzoyl(tert-butoxycarbonyl)carbamate 

Downstream Products

• 165543-83-9 4-bromophenyl dithiobenzoate 
• 94689-17-5 trans-1-(p-Brom)-phenyl-thiostilben 

Relevant academic research and scientific papers

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

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.

Na2CO3-promoted thioesterification via N–C bond cleavage of amides to construct thioester derivatives

A mild, efficient, and transition-metal-free catalytic strategy is developed to construct thioesters via selective N–C bond cleavage of Boc2-activated primary amides. This strategy is successfully carried out with stoichiometric Na2C

Metal-free thioesterification of amides generating acyl thioesters

A base-initiated thioesterification of amides with various thiols is reported. This reaction can take place efficiently under metal-free and air-atmospheric conditions, and provides a facile and practically useful approach to the synthesis of valuable acy

Harnessing the catalytic behaviour of 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP): An expeditious synthesis of thioesters

A novel, efficient, metal-, base- and acid-free straightforward protocol has been developed for the construction of useful thioesters. The immense catalytic potential of HFIP for promoting the thiocarbonylation of acyl halides and thiols is disclosed. HFIP was recovered with ease and reused for further reactions without any loss of reactivity. Both aryl and alkyl thiols bearing electron-donating and electron-withdrawing groups as well as aryl- and alkyl acyl halides worked well in this reaction. Inexpensive precursors, short reaction time, obviating workup, high atom economy, and gram-scale preparation are the significant features of the developed eco-friendly route for S-carbonylation of thiols.

Catalyst-free direct decarboxylative coupling of α-keto acids with thiols: a facile access to thioesters

A novel, efficient, and catalyst-free strategy has been initially developed for the construction of thioesters via the direct radical oxidative decarboxylation of α-keto acids with thiols, and the corresponding target products were obtained in moderate to good yields. It offers an alternative approach for the synthesis of useful diverse thioesters.

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.

Palladium-catalyzed thiocarbonylation of iodoarenes with thiols in phosphonium salt ionic liquids

(Chemical Equation Presented) Trihexyl(tetradecyl)phosphonium hexafluorophosphate, a phosphonium salt ionic liquid (PSIL) is a particularly effective general reaction media for the Pd-catalyzed carbonylation reaction of iodoarenes and thiols to form thioesters. Recycling of the ionic liquid containing active Pd-catalyst was also demonstrated.

Efficient copper-catalyzed coupling of aryl iodides and thiobenzoic acid

A highly efficient copper-catalyzed coupling reaction of aryl iodides and thiobenzoic acid, using 10 mol % of copper iodide, 20 mol % of 1,10-phenanthroline, and iPr2NEt in toluene, was developed. This methodology is applicable to a variety of aryl iodides.

Protecting groups for thiols suitable for Suzuki conditions

(Formula presented) The thiol group is one of the few groups NOT tolerated by the Suzuki reaction. Therefore, a new protective group, the 2-methoxyisobutyryl group, was developed by tuning the electronic/steric properties of the acyl residue. Other thioes