Journal
TETRAHEDRON
Volume 62, Issue 16, Pages 3882-3895Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2005.11.089
Keywords
Suzuki-Miyaura reactions; ynamides; isoindolinones; lennoxomine
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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. (c) 2006 Elsevier Ltd. All rights reserved.
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