28075-35-6Relevant articles and documents
Generation of cycloalkynes through deprotonation of cyclic enol triflates with magnesium bisamides
Hioki, Yuto,Okano, Kentaro,Mori, Atsunori
supporting information, p. 2614 - 2617 (2017/03/09)
Deprotonative generation of cyclohexynes, cycloheptynes, and cyclooctynes was achieved by controlling the reactivities of transient anionic species from the corresponding enol triflates with magnesium bis(2,2,6,6-tetramethylpiperidide) as a base. The star
Selective iron-catalyzed cross-coupling reactions of Grignard reagents with enol triflates, acid chlorides, and dichloroarenes
Scheiper, Bodo,Bonnekessel, Melanie,Krause, Helga,Fuerstner, Alois
, p. 3943 - 3949 (2007/10/03)
Cheap, readily available, air stable, nontoxic, and environmentally benign iron salts such as Fe(acac)3 are excellent precatalysts for the cross-coupling of Grignard reagents with alkenyl triflates and acid chlorides. Moreover, it is shown that dichloroarene and -heteroarene derivatives as the substrates can be selectively monoalkylated by this method. All cross-coupling reactions proceed very rapidly under notably mild conditions and turned out to be compatible with a variety of functional groups in both reaction partners. A detailed analysis of the preparative results suggests that iron-catalyzed C-C bond formations can occur via different pathways. Thus, it is likely that reactions of methylmagnesium halides involve iron-ate complexes as the active components, whereas reactions of Grignard reagents with two or more carbon atoms are effected by highly reduced iron-clusters of the formal composition [Fe(MgX)2]n generated in situ. Control experiments using the ate-complex [Me4Fe]Li2 corroborate this interpretation.
The Conversion of Vinyl Triflates into γ'-Hydroxy-α,β-enones
Arcadi, Antonio,Cacchi, Sandro,Marinelli, Fabio
, p. 4955 - 4964 (2007/10/02)
Vinyl triflates have been converted into γ'-hydroxy-α,β-enones through their palladium-catalysed coupling with 1-butyn-4-ols followed by the reaction of the obtained 1-hydroxy-3-yn-5-enes in an acidic CH2Cl2/3N HCl two-phase system in the presence of n-Bu