646029-28-9Relevant academic research and scientific papers
Synthesis of 3-(arylmethylene)isoindolin-1-ones from ynamides by Heck-Suzuki-Miyaura domino reactions. Application to the synthesis of lennoxamine
Couty, Sylvain,Liegault, Beno?t,Meyer, Christophe,Cossy, Janine
, p. 3882 - 3895 (2007/10/03)
Substituted 3-(arylmethylene)isoindolin-1-ones can be efficiently synthesized from various ynamides and boronic acids by palladium-catalyzed Heck-Suzuki-Miyaura domino reactions. This methodology has been applied to the total synthesis of lennoxamine and a concise route to this isoindolobenzazepine alkaloid was achieved in eight steps from 2,3-dimethoxybenzoic acid via a key intermediate ynamide.
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.
Heck - Suzuki - Miyaura domino reactions involving ynamides. An efficient access to 3-(arylmethylene)isoindolinones
Couty, Sylvain,Liegault, Benoit,Meyer, Christophe,Cossy, Janine
, p. 2511 - 2514 (2007/10/03)
(Matrix Presented) Substituted 3-(arylmethylene)isoindolin-1-ones can be efficiently synthesized in a stereoselective manner from various ynamides and boronic acids by palladium-catalyzed Heck-Suzuki-Miyaura domino reactions.
