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Title: | Rhodium-Catalyzed Spirocyclization of Maleimide with N-Aryl-2,3-dihydrophthalazine-1,4-dione to Access Pentacyclic Spiro-Succinimides |
Authors: | Sakhuja, Rajeev |
Keywords: | Chemistry Rhodium-Catalyzed Spirocyclization of Maleimide Pentacyclic Spiro-Succinimides |
Issue Date: | Aug-2021 |
Publisher: | Wiley |
Abstract: | A one-pot spirocyclization of 2-aryl-2,3-dihydrophthalazine-1,4-diones with maleimides was achieved via RhIII-catalyzed sequential ortho-alkenylation followed by intramolecular aza-Michael-type addition/protonation process. The featured strategy furnishes a series of diversely decorated spiro[indazolo[1,2-b]phthalazine-13,3′-pyrrolidine]-2′,5′,6,11-tetraones in high yields from a variety of 2-aryl-2,3-dihydrophthalazine-1,4-diones and N-aryl/alkyl maleimides, which can be scaled-up easily. Isolation and characterization of a maleimide-coordinated five-membered rhodacyclic intermediate provided a strong evidence for the proposed mechanism of the reaction. |
URI: | https://onlinelibrary.wiley.com/doi/abs/10.1002/ajoc.202100384 http://dspace.bits-pilani.ac.in:8080/xmlui/handle/123456789/3338 |
Appears in Collections: | Department of Chemistry |
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