691900-19-3Relevant 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.