6050-33-5

Upstream product

• 107-19-7 propargyl alcohol 
• 120-92-3 cyclopentanone 
• 33561-83-0 1-(3-((tetrahydro-2H-pyran-2-yl)oxy)prop-1-yn-1-yl)cyclopentanol 

Downstream Products

• 946090-03-5 C₁₅H₁₆O₃ 
• 432546-12-8 3-(cyclopent-3-enyl)-3'-(cyclohex-1-enyl) dipropargyl sulfide 
• 432546-19-5 3-(cyclopent-3-enyl)-3'-(cyclohex-1-enyl) dipropargyl sulfoxide 
• 167100-94-9 diethyl 3,3-tetramethylene-1-tosyloxymethylpropadienylphosphonate 
• 73770-36-2 2-Acetoxy-2-vinylcyclohexanone 
• 167100-92-7 1,1-tetramethylene-4-tosyloxy-2-butyn-1-ol 

Relevant academic research and scientific papers

Opioid receptor agonists and application thereof

The invention discloses compounds and salts thereof that can be used as opioid receptor ligands, a preparation method of the compounds, compositions containing the compounds, and a use of the compounds as [mu] opioid receptor agonists; the compounds are used for treatment of [mu] opioid receptor-mediated related diseases, such as pains and pain-related disorders.

Facile synthesis of dihaloheterocycles via electrophilic iodocyclization

An efficient and facile electrophilic iodocyclization for the synthesis of various O-, N-, and S-containing dihaloheterocycles has been developed. A wide range of the substituted propargyl alcohols having -OH, -NTs, and -SAc functional groups reacted with molecular iodine or bromoiodine at ambient temperature to produce the corresponding dihalogenated O-, N-, and S-containing five- and six-membered heterocycles in good to high yields; Under optimized solvent conditions, the reactions of various substituted but-2-yn-1-ones bearing -OH, -NTs, and -SAc functional groups at C4-position, with iodine or bromoiodine at ambient temperature afforded the corresponding 3,4-diiodo- and 3-bromo-4-iodo-substituted furans, pyrroles, and thiophenes in good to high yields. Further transformation of the resulting iodine- or bromine-containing products to polyaromatics potentially of useful as organo-material intermediates has been investigated.

Au(I)-catalyzed tandem [3,3]-sigmatropic rearrangement-cycloisomerization cascade as a route to spirocyclic furans

Gold-catalyzed reaction of 1-(3-hydroxypropynyl)cycloalkanol derivatives was studied. The reaction profile was highly dependent on the ring size, migrating group, as well as reaction conditions. An efficient route to spirocyclic furans via tandem [3,3]-si

Preparation, structure, and unique thermal [2 + 2], [4 + 2], and [3 + 2] cycloaddition reactions of 4-vinylideneoxazolidin-2-one

The terminal allene Cα=Cβ bonds of 4-vinylidene-2-oxazolidinone (2) readily undergo [2 + 2] cycloaddition with a wide variety of terminal alkynes, alkenes, and 1,3-dienes irrespective of their electronic nature under strictly thermal activation conditions (70-100°C) and provide 3-substituted (Z)-methylenecyclobutenes 6, 3-substituted methylenecyclobutanes 7 and 8, and 3-vinylmethylenecyclobutanes 9, respectively, in good to excellent yields. Alkenes react with 2 with complete retention of configuration. The [2 + 2] cycloaddition is concluded to proceed via a concerted [(π2s + π2s)allene + π2s] Hueckel transition state on the basis of experimental evidences and quantum mechanical methods. Some highly polarized enones and nitrile oxide, on the other hand, react with 2 selectively at the internal C4=Cα double bonds and give spiro compounds 10 and 11, respectively. The bent allene bonds (173-176°) and the unique reactivity associated with 2 are attributed to a low-lying LUMO (Cα=Cβ) that is substantiated by a through-space σ*(N-SO2)-π*(Cα= Cβ) orbital interaction.

A novel methodology for the synthesis of cyclic carbonates based on the palladium-catalyzed cascade reaction of 4-methoxycarbonyloxy-2-butyn-1-ols with phenols, involving a novel carbon dioxide elimination-fixation process

A palladium-catalyzed CO2-recycling reaction has been developed. Reaction of 4-methoxycarbonyloxy-2-butyn-1-ols with phenols, carried out in the presence of a palladium catalyst, produces phenoxy-substituted cyclic carbonates by way of a pathwa

Dynamic NMR study of the rotation around "biphenyl-type" bonds in polycyclic sulfoxides

In a recent paper, we reported on the base-catalyzed rearrangement of bis-propargylic sulfoxides that eventually leads to polycyclic products featuring an unsaturated, cyclic substituent such as cyclohexenyl or phenyl. Due to steric constraints, the latter is positioned roughly perpendicularly to the tricyclic core, and in most cases, two rotamers can be observed in the ground state. In the present work, we report on the synthesis and the products of both symmetrical and asymmetrical starting materials. We also measure, by NMR techniques, the rotation rate of the side chain for several such polycyclic sulfoxides. The barriers for this process, which is similar to a biphenyl rotation, are very strongly dependent on the nature of the substrate, ranging between -1 for sulfoxides with two five-membered rings and two seven-membered rings, respectively. These barriers can be successfully simulated by molecular-mechanics calculations, and the geometries of the transition states are discussed.