88519-49-7

Upstream product

• 930-69-8 sodium thiophenolate 
• 1514-50-7 4-iodobenzenediazonium tetrafluoroborate 
• 952-97-6 4-nitrophenyl phenyl sulfide 
• 139-66-2 diphenyl sulfide 
• 65662-88-6 phenyl(4-bromophenyl)sulfide 
• 589-87-7 1,4-bromoiodobenzene 
• 108-98-5 thiophenol 
• 624-38-4 para-diiodobenzene 
• 591-50-4 iodobenzene 
• 1193-82-4 racemic methyl phenyl sulfoxide 

Downstream Products

• 14774-79-9 1-iodo-4-(phenylsulfonyl)benzene 
• 25186-91-8 1-iodo-4-(phenylsulfinyl)benzene 
• 53451-90-4 phenyl 4-trifluoromethylphenyl sulfide 
• 1333499-74-3 cis-[PdI(2,2'-bipyridine)(C₆H₄SPh-4)] 
• 872264-83-0 (4-iodosyl-phenyl)-phenyl sulfone 

Relevant academic research and scientific papers

Catalytic Access to Functionalized Allylic gem-Difluorides via Fluorinative Meyer–Schuster-Like Rearrangement

An unprecedented approach for efficient synthesis of functionalized allylic gem-difluorides via catalytic fluorinative Meyer–Schuster-like rearrangement is disclosed. This transformation proceeded with readily accessible propargylic fluorides, and low-cost B–F reagents and electrophilic reagents by sulfide catalysis. A series of iodinated, brominated, and trifluoromethylthiolated allylic gem-difluorides that were difficult to access by other methods were facilely produced with a wide range of functional groups. Importantly, the obtained iodinated products could be incorporated into different drugs and natural products, and could be expediently converted into many other valuable gem-difluoroalkyl molecules as well. Mechanistic studies revealed that this reaction went through a regioselective fluorination of alkynes followed by a formal 1,3-fluorine migration under the assistance of the B–F reagents to give the desired products.

Metal-free C-H thioarylation of arenes using sulfoxides: A direct, general diaryl sulfide synthesis

Metal-free C-H thioarylation of arenes and heteroarenes using methyl sulfoxides constitutes a general protocol for the synthesis of high value diaryl sulfides. The coupling of arenes and heteroarenes with in situ activated sulfoxides is regioselective, uses readily available starting materials, is operationally simple, and tolerates a wide range of functional groups.

Copper-catalyzed selective single arylsulfanylation of aryl diiodides with aryl thiols

Selective single arylsulfanylation reactions of aryl diiodides with aryl or hetaryl thiols to give a broad array of iodine-functionalized sulfides were developed. Further elaboration of the iodine-containing products to provide a variety of aryl and hetaryl sulfides through coupling reactions was also demonstrated. Georg Thieme Verlag Stuttgart, New York.

A highly efficient and widely functional-group-tolerant catalyst system for copper(I)-catalyzed S-arylation of thiols with aryl halides

A mild, general, and efficient copper-catalyzed system for C-S bond formation with high chemoselectivity and wide functional group tolerance is developed. With CuBr as catalyst and 1,2,3,4-tetrahydro-8-hydroxy-quinoline as ligand, the S-arylation of thiols with aryl halides performed well, the activated aryl iodides could take place even at room temperature, and the activated aryl bromides and chlorides give the corresponding products with good to excellent yields as well.

Synthesis of molecular chains: phenylene thioether and sulfoxide oligomers

The application of a general synthetic approach to prepare molecular chains is reported. It is based on a step-by-step method each consisting first in a Pd-catalyzed reaction between ArI and HXAr′Br (Ar=aryl, Ar′=arylene) to give ArXAr′Br followed by a Cu

An efficient and regioselective direct aromatic iodination using iodine and nitrogen dioxide

Direct iodination of a variety of aromatic compounds is achieved by using nitrogen dioxide as an oxidant in addition to iodine. The reaction affords aromatic monoidodides m high yields with high para-regioselectivity. 4,4'- Diiodo binuclear compounds are also obtained effectively by controlling the stoichiometry.

Aromatic nucleophilic polysubstitution by sequential SRN1 reactions

Substitution of aromatics (benzene, naphthalene and pyridine) by two or three distinct nucleophiles derived from phosphonates and/or thiolates can be performed by sequential photosimulated SRN1 reactions whose radical chain mechanism is compatible with the successively introduced substituents. aromatic polysubstitution / SRN1 mechanism / disubstituted aromatic / trisubstituted aromatic / distinct substituent

A MILD AND EFFICIENT SRN1 APPROACH TO DIARYL SULFIDES FROM ARENEDIAZONIUM TETRAFLUOROBORATES

The reaction between arenediazonium tetrafluoroborates and sodium arenethiolates in Me2SO at 25 deg C represent an efficient access to diaryl sulfides.A number of evidences suggest the occurance of a radical, radical-anion SRN1 mechanism, the arenethiolate acting both as electron donor and as aryl-radical trapping nucleophile.Valuable improvements with respect to recent SRN1 syntheses of diaryl sulfides from haloarenes are represented, inter alia, by the compatibility of both electron-withdrawing and relasing substituents as well as by the intensivity to steric hindrance in the diazonium salt.When the arenediazonium ion bears another SRN1 leaving group (such as Cl, Br, or I) disubstitution products are predominantly formed.