82276-25-3

Upstream product

• 930-69-8 sodium thiophenolate 
• 76911-01-8 5-hexynyl p-toluenesulfonate 
• 14633-31-9 1-chloro-4-(phenylthio)butane 
• 1216963-74-4 lithium acetylide-ethylenediamine complex 

Downstream Products

• 39984-84-4 hex-5-en-1-yl(phenyl)sulfane 
• 136392-13-7 1-[(1S,2R)-2-((E)-2-Methyl-6-phenylsulfanyl-hex-1-enyl)-cyclohexyl]-ethanone 
• 125115-18-6 (5-Methyl-hex-5-enylsulfanyl)-benzene 
• 880085-74-5 methyl 2,2-dimethyl-1-phenyl-9-(phenylthio)non-4-yn-3-yl carbonate 
• 1442469-66-0 (hex-5-yne-1-sulfinyl)benzene 

Relevant academic research and scientific papers

Tin Radical Addition to Alkynyl Sulfides: Reactivity of the Intermediate Thioalkyl-Substituted β-(Tributylstannyl)vinyl Radicals

Phenyl and benzyl alkynyl sulfides 1a-g and 3a, phenylalkynylamines 19a,b, ethers 22a,b, and selenide 31 reacted with tributyltin radicals to give intermediate β-stannylvinyl radicals, whose fate depended on the nature of the side chain. 4-Phenylthio-substituted but-1-en-2-yl radicals underwent stereospecific 5-exo cyclization on the adjacent phenyl ring.The resulting spirocyclohexadienyl radicals gave thiophenes and thiopyrans by carbon-sulfur bond scission or ring expansion on the exocyclic double bond, respectively.Similar behavior was exhibited by the corresponding selenium-containing radical, which afforded a selenophene almost exclusively. (Benzylthio)alkyl-substituted radicals gave products deriving from intramolecular SH2 substitution at the sulfur atom, whereas propargyl sulfides yielded a stannylallene via a β-scission reaction.No 6(or more)-membered ring closure was observed with pentynyl and hexynyl phenyl sulfides 1b,c, which gave only the (E)-addition products of tin hydride; oxygen- and nitrogen-containing vinyl radicals also gave the (E)-adducts exclusively.An interaction between the unpaired electron orbital and the empty low-energy orbitals of the heteroatom might explain why sulfur and selenium can undergo 5-exo cyclization.

Synthesis and in vitro evaluation of novel anti-varicella-zoster virus (VZV) nucleosides

A series of alkyl-aryl, -phenoxy, and -thiophenoxy bicyclic furo pyrimidine nucleosides have been successfully synthesised by Pd-coupling of 5-iodo-2′-deoxyuridine (IDU) with terminal alkynes, followed by in situ copper-cyclisation. Synthesised compounds (4a-i) showed an anti-VZV activity at low μM concentration, comparable to that of current treatment acyclovir.