56056-49-6

Upstream product

• 930-69-8 sodium thiophenolate 
• 108-98-5 thiophenol 
• 112-52-7 1-chlorododecane 
• 26960-77-0 sodium dodecanethiolate 
• 108-90-7 chlorobenzene 
• 4292-19-7 1-Iodododecane 
• 882-33-7 diphenyldisulfane 
• 143-15-7 1-dodecylbromide 
• 174501-65-6 1-butyl-3-methylimidazolium Tetrafluoroborate 
• 79817-26-8 n-dodecyl phenyl sulfoxide 
• 92531-89-0 C₂₄H₃₄S₂ 
• 591-50-4 iodobenzene 
• 112-55-0 1-dodecylthiol 
• 124-22-1 n-Dodecylamine 

Downstream Products

• 79817-26-8 n-dodecyl phenyl sulfoxide 
• 88926-88-9 Trifluoro-methanesulfonateallyl-dodecyl-phenyl-sulfonium; 
• 56056-60-1 4(n-Dodecylthio)thiophenol 
• 56056-53-2 4-(n-Dodecylthio)benzolsulfonylchlorid 
• 56056-56-5 4-(n-Dodecylthio)benzolsulfonamid 
• 26960-81-6 (4-(dodecylthio)phenyl)(phenyl)methanone 
• 112-40-3 dodecane 
• 78904-63-9 (dodecylsulfonyl)benzene 
• 127594-93-8 (1-Fluoro-dodecylsulfanyl)-benzene 
• 127595-01-1 (1-Fluoro-dodecane-1-sulfinyl)-benzene 
• 56056-67-8 2-(4-n-Dodecylthiophenylthio)benzylchlorid 
• 56056-63-4 2-(4-n-Dodecylthiophenylthio)benzylalkohol 
• 56056-61-2 2(4-n-Dodecylthiophenylthio)benzoesaeure 
• 56056-71-4 (2(4-n-Dodecylthiophenylthio)phenyl)acetonitril 

Relevant academic research and scientific papers

Nickel-Catalyzed Thiolation of Aryl Nitriles

A nickel-catalyzed thiolation of aryl nitriles has been developed to access functionalized aryl thioethers. The ligand dcype (1,2-bis(dicyclohexylphosphino)ethane) as well as the base KOtBu (potassium tert-butoxide) are essential to achieve this transformation. This scalable and practical process involves both a C?C bond activation and a C?S bond formation. Furthermore, this reaction shows a high functional-group tolerance and enables the late-stage functionalization of important molecules.

Nickel-Catalyzed Decarbonylative Thioetherification of Acyl Fluorides via C-F Bond Activation

Nickel-catalyzed decarbonylative thioetherification of acyl fluorides has been developed. This transformation allows an array of acyl fluorides to react with thiophenols. A wide range of functional groups are well tolerated and the corresponding sulfides can be obtained in good to excellent yields. This protocol provides the formation of diverse carbon-sulfur bonds via a highly efficient decarbonylative process.

Nickel-Catalyzed Inter- and Intramolecular Aryl Thioether Metathesis by Reversible Arylation

A nickel-catalyzed aryl thioether metathesis has been developed to access high-value thioethers. 1,2-Bis(dicyclohexylphosphino)ethane (dcype) is essential to promote this highly functional-group-tolerant reaction. Furthermore, synthetically challenging macrocycles could be obtained in good yield in an unusual example of ring-closing metathesis that does not involve alkene bonds. In-depth organometallic studies support a reversible Ni0/NiII pathway to product formation. Overall, this work not only provides a more sustainable alternative to previous catalytic systems based on Pd, but also presents new applications and mechanistic information that are highly relevant to the further development and application of unusual single-bond metathesis reactions.

Enhancing the synthetic utility of 3-haloaryne intermediates by their efficient Generation from readily synthesizable ortho-iodoaryl triflate-type precursors

Generation of 3-haloarynes from o-iodoaryl triflate-type precursors is reported. The method enables the generation of 3-fluorobenzyne with significantly high electrophilicity at -78 °C, allowing the formation of a three-component-coupled product between 3

CuI/Oxalic Diamide-Catalyzed Cross-Coupling of Thiols with Aryl Bromides and Chlorides

We report a general copper-catalyzed cross-coupling of thiols with aryl halides by using N-aryl-N′-alkyl oxalic diamide (L3) or N,N′-dialkyl oxalic diamide (L5) as the ligand. Both aryl and alkyl thiols can be coupled with unactivated aryl bromides and chlorides to give the desired products in good yields. Furthermore, this system features a broad substrate scope and good tolerance of functional groups. Importantly, the oxalic diamides are stable and can be prepared easily from commercially available and cheap starting materials.

Microwave-Assisted Copper-Catalyzed Cross-Coupling Reaction of Thiols with Aryl Iodides in Water

Microwave-promoted C-S bond formation from thiols and aryl iodides in the presence of a copper catalyst is reported. A combination of copper(II) oxide and 1,10-phenanthroline catalyzes this reaction. A variety of aryl iodides react smoothly with thiols to provide the corresponding aryl sulfides in good to excellent yields. Notably, the reactions proceed in water with a short reaction time (30 minutes). This system shows broad functional-group tolerance; amino, chloro, bromo, acetyl, and nitro groups are unaffected by the reaction conditions.

Synthesis of aryl thioethers through the N -chlorosuccinimide-promoted cross-coupling reaction of thiols with Grignard reagents

A convenient one-pot approach for the synthesis of aryl sulfides through the coupling of thiols with Grignard reagents in the presence of N-chlorosuccinimide is described. The sulfenylchlorides were formed when thiols were treated with N-chlorosuccinimide, and the resulting sulfenylchlorides were then directly reacted with Grignard reagents to provide aryl sulfides in good to excellent yields under mild reaction conditions. Functional groups including ester, fluoro, and chloro are tolerated by the reaction conditions employed. It is important to note that this method has a short reaction time (30 min in total) and represents an alternative approach for the synthesis of aryl sulfides over the existing protocols.

Oxidoreductive coupling of thiols with aryl halides catalyzed by copper on iron

Synthesis and utilization of a simple copper on iron catalyst in the coupling of aryl halides with thiols through disulfide intermediate is reported. The iron support of copper catalyst ensures reductive media for the coupling, allows easy removal of the metals by outer magnetic field and enables the recycling of the catalyst.

C-S bond formation catalyzed by N-heterocylic carbene palladium phosphine complexes

N-Heterocyclic carbenes (NHCs) are known to be useful ligands for palladium-complex catalysis. It was found that [(NHC)Pd(PPh3)Cl2] is an effective pre-catalyst in Pd-catalyzed C-S cross coupling reactions to produce the functionalized sulfides in excellent yields. The turn over frequency (TOF) for the coupling of p-CH3C6H4Br with p-CH3C6H4SH reaches to 6.25 (mol of product) (mole of catalyst)-1 h-1.

Synthesis of CuO on mesoporous silica and its applications for coupling reactions of thiols with aryl iodides

Novel CuO on mesoporous silica is prepared under a convenient approach, and has been shown to be an efficient catalyst for cross-coupling reactions of thiols with aryl iodides with only 1.0-5.0 mol% catalyst loading.