406179-98-4Relevant articles and documents
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.
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.
