72486-08-9

Upstream product

• 1666-13-3 diphenyl diselenide 
• 72486-09-0 methanesulfonic acid but-3-ynyl ester 
• 23418-85-1 3-butyn-1-yl p-toluenesulfonate 
• 23974-72-3 sodium phenylselenide 

Downstream Products

• 1334109-08-8 (E)-3-[4-(phenylselanyl)but-1-enyl]cyclohexanone 
• 1334109-10-2 (E)-3-[4-(phenylselanyl)but-1-enyl]cyclopentanone 
• 1428671-63-9 (Z)-trimethyl[2-phenyl-4-(phenylselanyl)but-1-enyl]silane 
• 1428671-65-1 (Z)-trimethyl[2-(1-naphthyl)-4-(phenylselanyl)but-1-enyl]silane 
• 1428671-67-3 (Z)-trimethyl[4-(phenylselanyl)-2-(p-tolyl)but-1-enyl]silane 
• 1428671-69-5 (Z)-[2-(4-methoxyphenyl)-4-(phenylselanyl)but-1-enyl]trimethylsilane 
• 1428671-70-8 (Z)-trimethyl[2-(4-nitrophenyl)-4-(phenylselanyl)but-1-enyl]silane 
• 1428671-71-9 (Z)-[2-(4-chlorophenyl)-4-(phenylselanyl)but-1-enyl]trimethylsilane 
• 1428671-53-7 (Z)-trimethyl[4-(phenylselanyl)-2-(tributylstannyl)but-1-enyl]silane 
• 1431665-38-1 C₁₈H₂₆Se 
• 1431665-36-9 dimethyl(phenyl)[4-(phenylselanyl)but-1-yn-1-yl]silane 
• 1431665-35-8 tert-butyldimethyl[4-(phenylselanyl)but-1-yn-1-yl]silane 
• 1431665-34-7 trimethyl[4-(phenylselanyl)but-1-yn-1-yl]silane 
• 1399679-89-0 1-benzyl-4-[2-(phenylselanyl)ethyl]-1H-1,2,3-triazole 

Relevant academic research and scientific papers

Conjugate addition of vinylic organocuprates generated via transmetalation of phenylseleno-substituted vinylzirconates: Functionalization at the 4-position of enones

Hydrozirconation of propargylic selenides (1) or 4-phenylseleno-1-butyne (2) with Cp2ZrHCl, followed by in situ transmetalation to cuprate (Me2Cu(CN)Li2) and addition of enones, led to the formation of 1,4-adducts in good

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.