Palladium-catalyzed [4 + 3] annulation of 2-bromobiphenyls and epoxides for the assembly of dihydrodibenzo[<i>b</i>,<i>d</i>]oxepines

Shen, Zipei; Zhou, Lan; Wu, Changqi; Zhou, Qianghui; Cheng, Hong‐Gang

doi:10.1039/d2ob01720b

Cited by 4 publications

(1 citation statement)

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“…In 2022, Zhou, Cheng and co‐workers [36] achieved an efficient Pd‐catalyzed [4+3] annulation of 2‐bromobiphenyls and epoxides to synthesize dihydrodibenzo[ b , d ]oxepines (Scheme 16). This methodology provides a straightforward method to access medium‐sized oxygen‐containing heterocycles from readily accessible starting materials.…”

Section: Miscellaneousmentioning

confidence: 99%

Transition‐Metal Catalyzed C−H Alkylation Using Epoxides as Alkylating Reagents

Liu,

Wang,

Cheng

et al. 2024

ChemCatChem

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The alkylation of arenes is one of the most fundamental transformations in synthetic chemistry and the transition‐metal‐catalyzed direct C−H alkylation represents a straightforward and attractive approach from both atom and step‐economy perspectives. Epoxides, the smallest three‐membered saturated O‐heterocycles that can be easily prepared in racemic or enantioenriched forms, are highly useful building blocks for the synthesis of complex organic molecules. Owing to their inherent high ring‐strain, epoxides readily undergo ring‐opening reactions and have been used as alkylating reagents for C−H alkylation catalyzed by transition metals. This review summarizes recent advances in utilizing epoxides as alkylating reagents in transition‐metal‐catalyzed C‐H alkylation as well as their synthetic applications in organic synthesis.

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Section: Miscellaneousmentioning

confidence: 99%

Transition‐Metal Catalyzed C−H Alkylation Using Epoxides as Alkylating Reagents

Liu,

Wang,

Cheng

et al. 2024

ChemCatChem

Self Cite

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Synthesis of Fluoren‐9‐ones via Pd‐Catalyzed Annulation of 2‐Iodobiphenyls with Vinylene Carbonate

Li,

Yu,

Yang

et al. 2023

Chemistry An Asian Journal

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A palladium‐catalyzed reaction for intermolecular selective C−H cyclocarbonylation of 2‐iodobiphenyls is described. Intriguingly, the vinylene carbonate acts as a carbon monoxide transfer agent to enable the annulation reaction. Moreover, as a versatile synthon, fluoren‐9‐one can be transformed into a variety of functionalized organic molecules, such as [1,1′‐biphenyl]‐2‐carboxylic acid, 1′H,3′H‐spiro[fluorene‐9,2′‐perimidine] and N‐tosylhydrazones.

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