Tetrahedron

Radical cascade cyclizations and platinum (II)-catalyzed cycloisomerizations of ynamides

…, J Coulomb, A Servais, C Courillon, L Fensterbank…

Index: Marion, Frederic; Coulomb, Julien; Servais, Aurore; Courillon, Christine; Fensterbank, Louis; Malacria, Max Tetrahedron, 2006 , vol. 62, # 16 p. 3856 - 3871

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Citation Number: 59

Abstract

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 ...