1449331-04-7

Upstream product

• 696-63-9 4-Methoxybenzenethiol 
• 766-97-2 4-n-methylphenylacetylene 
• 73839-44-8 (Z)-1-[2-bromovinyl]-4-methylbenzene 
• 1950-68-1 4-methoxybenzenesulfonyl hydrazide 

Relevant academic research and scientific papers

Thiol-ene "click" reaction triggered by neutral ionic liquid: The "ambiphilic" character of [hmim]br in the regioselective nucleophilic hydrothiolation

Thiol-ene "click" chemistry has emerged as a powerful strategy to construct carbon-heteroatom (C-S) bonds, which generally results in the formation of two regioisomers. To this end, the neutral ionic liquid [hmim]Br has been explored as a solvent cum catalyst for the synthesis of linear thioethers from activated and inactivated styrene derivatives or secondary benzyl alcohols and thiols without the requirement of using a metal complex, base, or free radical initiator. Furthermore, detailed mechanistic investigations using 1H NMR spectroscopy and quadrupole time-of-flight electrospray ionization mass spectrometry (Q-TOF ESI-MS) revealed that the "ambiphilic" character of the ionic liquid promotes the nucleophilic addition of thiol to styrene through an anti-Markovnikov pathway. The catalyst recyclability and the extension of the methodology for thiol-yne click chemistry are additional benefits. A competitive study among thiophenol, styrene, and phenyl acetylene revealed that the rate of reaction is in the order of thiol-yne a?a thiol-ene a?a dimerization of thiol in [hmim]Br.

Amino acid and water-driven tunable green protocol to access S-S/C-S bonds via aerobic oxidative coupling and hydrothiolation

A green methodology utilizing a natural supplement such as l-arginine in conjunction with water and oxygen led to oxidative coupling of thiols into disulfides (S-S bond) whereas thiol-yne coupling to access vinyl sulfides (C-S bond) was facilitated in a nitrogen atmosphere. The tunable protocol offers several advantages such as low catalyst loading, high yields, clean reaction, no over-oxidation of the S-S bond besides being metal/base/waste-free. The synthesis of ubiquitous cystine and glutathione disulfide in the same catalytic system is an added advantage and the catalytic system has been recycled up to seven times. the Partner Organisations 2014.

Magnetically separable CuFe2O4 nanoparticles catalyzed ligand-free C-S coupling in water: Access to (E)- and (Z)-styrenyl-, heteroaryl and sterically hindered aryl sulfides

An efficient coupling of styrenyl, heteroaryl and sterically hindered aryl halides with aryl- and heteroarylthiols catalyzed by the bimetallic Cu and Fe nanomaterial, CuFe2O4, in water in the presence of tetrabutylammonium bromide and potassium phosphate (K3PO4) has been achieved without using any ligand. A series of unsymmetrical functionalized (E)- and (Z)-styrenyl aryl, heteroaryl heteroaryl and sterically hindered aryl aryl sulfides has been obtained by this procedure. The compounds are obtained in high yields and excellent stereoselectivity has been observed for styrenyl sulfides. The catalyst can be easily separated by an external magnet and recycled for ten times without any appreciable loss of activity. This procedure provides an easy access to useful and challenging biologically active organosulfides which are difficult to achieve by other methods.

Regioselective hydrothiolation of alkynes by sulfonyl hydrazides using organic ionic base-Br?nsted acid

A practical and novel approach has been developed for the synthesis of vinyl sulfides by the reaction of sulfonyl hydrazides with aryl/ heteroarylacetylenes using a DBU-based ionic liquid. The system offers a new sulfur source for hydrothiolation and is endowed with green credentials.