28077-73-8Relevant articles and documents
Photochemical Route to a Represantative 1,8-Annulated 7-Methylene-1,3,5-cyclooctatriene
Wang, Ting-Zhong,Paquette, Leo A.
, p. 5232 - 5234 (1986)
The bifunctional 2-cyclohexanone that is produced by addition of the Grignard reagent derived from 6-chloro-2-hexyne to 3-ethoxycyclohexenone was irradiated. Cycloaddition occurred to produce a highly sensitive tricyclic cyclobutene (14), which underwent ready double-bond migration in the presence of palladium(II) acetate.With the exocyclic ? bond in position, the α,β-unsaturated ketone functionality was next elaborated.Although oxidation of 15 via organoselenium methodology did give 16, the yield was only modest.A more expedient approach involved initial con version of 14 to its silyl enol ether and concurrent oxidation-olefin isomerization with Pd(II).Hydride reduction of the resulting dienone proceeded stereospecifically to deliver an allylic alcohol that underwent smooth dehydratation to give the target hydrocarbon 11 when treated with 2,4-dinitrobenzenesulfenyl chloride and triethylamine.The available evidence suggests that disrotatory ring opening within intermediate 18 occurs readily.
A Commercially Available and User-Friendly Catalyst for Hydroamination Reactions under Technical Conditions
Zelenay, Benjamin,Munton, Peter,Tian, Xiaojie,Díez-González, Silvia
supporting information, p. 4725 - 4730 (2019/08/01)
The activity of a simple, commercially available copper salt, [Cu(NCMe)4](BF4) in intramolecular hydroamination reactions of alkynes and allenes is presented. Reactions were successfully carried out in technical acetonitrile in the presence of air. While attempts of alkene hydroamination failed, this catalyst was also found active in intermolecular aza-Michael reactions.
An investigation of l,4,7-tri(4-alkynyl)-l,4,7-triazacyclononanes: Ligand synthesis and metal co-ordination chemistry
Baker, Murray V.,Brown, David H.,Skelton, Brian W.,White, Allan H.
, p. 4607 - 4616 (2007/10/03)
Three triazacyclononanes bearing pendant alkynyl groups [l,4,7-tri(4-pentynyl)-l,4,7-triazacyclononane (ptacn), 1,4,7-tri(5-phenyl-4-pentynyl)-l,4,7-triazacyclononane (pptacn) and 1,4,7-tri(4-hexynyl)-1,4,7-triazacyclononane (4htacn)] have been synthesize
Synthesis of Arylcycloalkanes from ω-Alkenyl Benzylselenides
Krief, Alain,Kenda, Benoit,Barbeaux, Phillipe,Guittet, Eric
, p. 7177 - 7192 (2007/10/02)
Arylcycloalkanes are produced from ω-alkenyl benzylselenides on reaction with alkyllithiums or on Lewis acid mediated electrophilic cyclisation.
