4.7 Article

Palladium-Catalyzed [3+2] Annulation of ortho-Substituted Iodoarenes with Maleimides via a Consecutive Double Heck-type Strategy

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 88, Issue 23, Pages 16229-16247

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.3c01703

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In this study, an efficient and versatile method for [3+2] annulation of ortho-substituted iodoarenes with maleimides via a palladium-catalyzed consecutive double Heck-type strategy was reported, leading to fused tricyclic frameworks of pharmaceutical relevance.
Herein, we report an efficient [3 + 2] annulation of ortho-substituted iodoarenes with maleimides via a palladium-catalyzed consecutive double Heck-type strategy, leading to fused tricyclic frameworks of pharmaceutical relevance. The protocol ensued through consecutive inter- and intramolecular Heck couplings effectively. This approach was compatible with a large variety of substrates and functional groups, and it was remarkably tolerated with unprotected maleimide.

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