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Upstream product

• 108-94-1 cyclohexanone 
• 1822-73-7 phenylthioethylene 
• 78-27-3 1-Ethynylcyclohexan-1-ol 
• 108-98-5 thiophenol 

Relevant academic research and scientific papers

In Situ Prepared Solar Light-Driven Flexible Actuated Carbon Cloth-Based Nanorod Photocatalyst for Selective Radical–Radical Coupling to Vinyl Sulfides

A global challenge faced by light harvesting photocatalyst is how to promote the selective organic transformation, such as C-S bond formation via radical–radical coupling under solar light. Here, we report a two-dimensional covalent organic frameworks (2D-COFs), poly (perylene-imide-benzoquinone) nanorod through in?situ condensation on flexible activated carbon cloth (PPIBNR-FACC) to function as a light harvester material for highly selective radical–radical coupling to vinyl sulfides (i.e. C-S bond activation). Such a structure supports charge transfer from PPIBNR to FACC, which is essential for the selective radical–radical coupling. Hence, organic transformation is attaining high yields and selectivity (?99%) under solar light using in?situ prepared PPIBNR-FACC photocatalyst. The structural virtues of PPIBNR-FACC will trigger the utmost investigations into designable and versatile 2D-COFs for fine chemical synthesis.

Solar light active flexible activated carbon cloth-based photocatalyst for Markovnikov-selective radical-radical cross-coupling of S-nucleophiles to terminal alkyne and liquefied petroleum gas sensing

Selective radical-radical coupling of terminal alkynes and thiol has been broadly used in chemical synthesis, providing plausible entries to the formation of anti-Markovnikov products. Because of the selective control and Kharasch effect, the formation of Markovnikov products still remains an immense challenge. Herein, we designed a covalent organic polymer, poly(naphthalene 1,4,5,8-tetracarboxylic dianhydrideimide-benzoquinone) through in situ polymerization on activated flexible carbon cloth to function as a light harvester material for selective Markovnikov radical-radical coupling of terminal alkynes and thiol. Mechanistic explorations verified that cross-coupling between radical of terminal alkynes and thiol might be the key route in this organic transformation, such as C—S bond formation. This selective radical-radical Markovnikov of cross-coupling protocol provide an opportunity to assist the synthesis of valuable vinyl sulfide. Additionally, the synthesized material has been explored as liquefied petroleum gas (LPG) sensor for 0.5, 1.0, 1.5, and 2.0?vol% LPG, respectively. At 2.0?vol% LPG, it shows maximum sensor response as 635.29. Least response and recovery times are 2.44 and 1.0?s, respectively.

Synthesis of vinyl sulfides under base-free conditions using selenium ionic liquid

A very simple procedure is described for the efficient synthesis of vinyl sulfides by hydrothiolation of terminal alkynes using 1-n-butyl-3- methylimidazolium methylselenite, [bmim][SeO2(OCH3)]. The reaction proceeds cleanly under mi

Synthesis of vinyl sulfides using glycerol as a recyclable solvent

A new, clean, and efficient protocol is described for the hydrothiolation of terminal alkynes promoted by KF/Al2O3, using glycerol as recyclable solvent. This improved method furnishes selectively the corresponding anti-Markovnikov v

Synthesis of vinyl sulfides via hydrothiolation of alkynes using Al2O3/KF under solvent-free conditions

We present here a clean, solvent-free hydrothiolation of alkynes using solid supported catalyst (Al2O3/KF). This efficient and improved method selectively furnishes the corresponding anti-Markovnikov vinyl sulfides in good to excellent yields. The method is applicable for aliphatic and aromatic thiols and the catalytic system can be re-used up to two times without previous treatment and with comparable activity.

Polylithiation of thioethers: A versatile route for polyanionic synthons

The successive reaction of phenyl vinyl thioether (1) with n-butyllithium and an electophile [E1=PhCHO, (CH2)4CO, (CH2)5CO] in THF at - 78°C gives, after hydrolysis, the expected methylenic hydroxy thioethers (2). Deprotonation of 2 with n-butyllithium followed by a DTBB-catalysed lithiation and reaction with a second electrophile [E2=tBuCHO, PhCHO, Me2CO, (CH2)5CO], at - 78°C, gives after hydrolysis the corresponding methylenic diols 3. The same diols can be prepared starting from 1 in a one-pot process without isolation of the hydroxy thioether 2. The same methodology was applied to the cyclopropyl phenyl thioether (4), cyclopropyl 1,3-diols 5 {E1=tBuCHO, PhCHO, [Me(CH2)4]2CO, (CH2)5CO, (CH2)7CO; E2=tBuCHO, Me2CO, (CH2)5CO} being isolated in moderate yields. The successive treatment of bis(phenylthio)methane (7) with: (a) n-butyllithium at 0°C, (b) a carbonyl compound [E1=tBuCHO, Me2CO, Et2CO, (CH2)5CO] at - 40°C, (c) lithium and catalytic amount of DTBB (5%) and (d) a second carbonyl compound [E2=iPrCHO, tBuCHO, Me2CO, Et2CO, (CH2)5CO] both at - 78°C leads, after hydrolysis, to the expected dihydroxy thioethers 8. When after step (d), a second DTBB-catalysed lithiation is performed at temperatures ranging between - 78 and 20°C, the corresponding allylic alcohols 9 were isolated. Finally, treatment of alcohols 9 with a few drops of 6 M hydrochloric acid gives dienes 10 in almost quantitative yields.

Phenyl vinyl thioether: A convenient source of the ethylene 1,1-dianion

The successive reaction of phenyl vinyl thioether (1) with n-butyllithium and an electrophile [E1= PhCHO, (CH2)4CO, (CH2)5CO] in THF at -78°C gives, after hydrolysis, the expected methylenic hydroxy t