Progress in Construction of 2<i>H</i>-Pyrrol-2-ones Skeleton

Liu, Donghan; Lu, Xihang; Chai, Zhangmengjie; Yang, Haoqi; Sun, Yulin; Yu, Fuchao

doi:10.6023/cjoc202207006

Chinese Journal of Organic Chemistry

2023

DOI: 10.6023/cjoc202207006

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Progress in Construction of 2H-Pyrrol-2-ones Skeleton

Donghan Liu¹,

Xihang Lu²,

Zhangmengjie Chai³

et al.

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2024

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Cited by 4 publications

(1 citation statement)

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“…In addition, it also serve as key building blocks for the synthesis of various alkaloids and natural products. 14 Thus, the development of this methodology would provide a direct route to the synthesis of multifunctionalized pyrrolinones.…”

mentioning

confidence: 99%

Solvent-involved synthesis of pyrrolidin-5-one-2-carboxamides via a sequential Ugi/olefination reaction

Chen,

Long,

Kong

et al. 2024

Org. Chem. Front.

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mentioning

confidence: 99%

Solvent-involved synthesis of pyrrolidin-5-one-2-carboxamides via a sequential Ugi/olefination reaction

Chen,

Long,

Kong

et al. 2024

Org. Chem. Front.

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Skeletal and Mechanistic Diversity in Ir‐Catalyzed Cycloisomerizations of Allene‐Tethered Pyrroles and Indoles

Arribas,

Calvelo,

Rey

et al. 2024

Angewandte Chemie

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Pyrroles and indoles bearing N‐allenyl tethers participate in a variety of iridium‐catalyzed cycloisomerization processes initiated by a C‐H activation step, to deliver a diversity of synthetically relevant azaheterocyclic products. By appropriate selection of the ancillary ligand and the substitution pattern of the allene, the reactions can diverge from simple intramolecular hydrocarbonations to tandem processes involving intriguing mechanistic issues. Accordingly, a wide range of heterocyclic structures ranging from dihydro‐indolizines and pyridoindoles to tetrahydroindolizines, as well as cyclopropane‐fused tetrahydroindolizines can be obtained. Moreover, by using chiral ligands, these cascade processes can be carried out in an enantioselective manner. DFT studies provide insights into the underlying mechanisms and justify the observed chemo‐ regio‐ and stereoselectivities.

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Skeletal and Mechanistic Diversity in Ir‐Catalyzed Cycloisomerizations of Allene‐Tethered Pyrroles and Indoles

Arribas,

Calvelo,

Rey

et al. 2024

Angew Chem Int Ed

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Progress in Construction of 2H-Pyrrol-2-ones Skeleton

Cited by 4 publications

References 80 publications

Solvent-involved synthesis of pyrrolidin-5-one-2-carboxamides via a sequential Ugi/olefination reaction

Solvent-involved synthesis of pyrrolidin-5-one-2-carboxamides via a sequential Ugi/olefination reaction

Skeletal and Mechanistic Diversity in Ir‐Catalyzed Cycloisomerizations of Allene‐Tethered Pyrroles and Indoles

Skeletal and Mechanistic Diversity in Ir‐Catalyzed Cycloisomerizations of Allene‐Tethered Pyrroles and Indoles

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