Chemodivergent Cobalt-Catalyzed Annulation of Aliphatic Amides with Maleimides: (4+1) and (3+2) Pathways for Selective Synthesis

Chemodivergent annulation of aliphatic amides with maleimides has been achieved through either cobalt-catalyzed (4+1) or (3+2) processes. These protocols, utilizing a readily available CoII catalyst, offer a highly efficient method for the synthesis of a diverse range of spiro-γ-lactams (spiropyrrolidin-2-ones) and bicyclic pyrrolidin-2,5-diones. The combination of DFT and experimental studies provides valuable insights into the mechanisms of both processes, elucidating the observed diastereo- and chemoselectivity.

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Journal
ChemRxiv
Published
2025-08-11
DOI
https://doi.org/10.26434/chemrxiv-2025-8vw5h
Primary Topic
Advanced Synthetic Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Chemodivergent Cobalt-Catalyzed Annulation of Aliphatic Amides with Maleimides: (4+1) and (3+2) Pathways for Selective Synthesis

Javier Adrio, Nuria Rodríguez, Inés Alonso, Juan C. Carretero et al.
1 links
ChemRxiv
Advanced Synthetic Organic Chemistry
article

Chemodivergent Cobalt-Catalyzed Annulation of Aliphatic Amides with Maleimides: (4+1) and (3+2) Pathways for Selective Synthesis

Javier Adrio, Nuria Rodríguez, Inés Alonso, Juan C. Carretero, C. González
article en

Abstract

Chemodivergent annulation of aliphatic amides with maleimides has been achieved through either cobalt-catalyzed (4+1) or (3+2) processes. These protocols, utilizing a readily available CoII catalyst, offer a highly efficient method for the synthesis of a diverse range of spiro-γ-lactams (spiropyrrolidin-2-ones) and bicyclic pyrrolidin-2,5-diones. The combination of DFT and experimental studies provides valuable insights into the mechanisms of both processes, elucidating the observed diastereo- and chemoselectivity.

ChemRxiv
Universidad Autónoma de Madrid (ES)
Universidad Autónoma de Madrid, Agencia Estatal de Investigación
Clean water and sanitation
Openalex Percentile: Top 85%
Advanced Synthetic Organic Chemistry
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