853688-07-0Relevant articles and documents
Copper-Catalyzed Synthesis and Applications of Yndiamides
Mansfield, Steven J.,Christensen, Kirsten E.,Thompson, Amber L.,Ma, Kai,Jones, Michael W.,Mekareeya, Aroonroj,Anderson, Edward A.
supporting information, p. 14428 - 14432 (2017/10/20)
The first synthetic route to yndiamides, a novel class of double aza-substituted alkyne, has been established by the copper(I)-catalyzed cross-coupling of 1,1-dibromoenamides with nitrogen nucleophiles. The utility of these compounds is demonstrated in a
Radical cascade cyclizations and platinum(II)-catalyzed cycloisomerizations of ynamides
Marion, Frédéric,Coulomb, Julien,Servais, Aurore,Courillon, Christine,Fensterbank, Louis,Malacria, Max
, p. 3856 - 3871 (2007/10/03)
Ynamides are tested as new partners in radical and organometallic transformations. A radical cascade involving a 5-exo-dig cyclization followed by a 6-endo-trig radical trapping transforms ynamides into hetero-polycyclic compounds such as isoindoles, isoindolinones and pyrido-isoindolones. Various ene-tosylynamides react with platinum(II) chloride and lead to bicyclic nitrogenated heterocycles. This unprecedented and easily operated process can be coupled with a hydrolysis of the intermediate cyclic tosylenamides in a one-pot transformation, which provides cyclobutanones.
Synthesis of cyclic dienamide using ruthenium-catalyzed ring-closing metathesis of ene-ynamide
Mori, Miwako,Wakamatsu, Hideaki,Saito, Nozomi,Sato, Yukako,Narita, Rie,Sato, Yoshihiro,Fujita, Reiko
, p. 3872 - 3881 (2007/10/03)
Ring-closing metathesis of ene-ynamide, which has alkene and ynamide moieties in a molecule, using a second-generation ruthenium carbene complex produced nitrogen-containing heterocycles, which have a dienamide moiety, in high yields. Diels-Alder reaction
Palladium-catalyzed Suzuki-Miyaura coupling reactions involving β,β-dihaloenamides: Application to the synthesis of disubstituted ynamides
Couty, Sylvain,Barbazanges, Marion,Meyer, Christophe,Cossy, Janine
, p. 905 - 910 (2007/10/03)
β,β-Dihaloenamides can be successfully involved in palladium-catalyzed Suzuki-Miyaura coupling reactions. Whereas the resulting tri substituted (Z)-β-bromoenamides could participate in a second cross-coupling leading to β,β-disubstituted enamides, the (Z)-β-chloroenamides have been converted to disubstituted ynamides by an E2 elimination.
Carbamoyl radicals from se-phenylselenocarbamates: Intramolecular additions to alkenes
Rigby, James H.,Danca, Diana M.,Horner, John H.
, p. 8413 - 8416 (2007/10/03)
A series of 5 exo-trig cyclizations of carbamoyl radicals generated from readily available Se-phenylselenocarbamates is reported. Kinetic studies indicate that the rate constant of this cyclization exceeds 1 x t 08s-1 in several cases.
