Palladium-Catalyzed\nCyclization and Direct Arylation\nof 1‑[2-(2,2-Dibromoethenyl)phenyl]‑1<i>H</i>‑pyrrole with Allenes

A novel\nand efficient palladium-catalyzed highly regioselective\nreaction of 1-[2-(2,2-dibromoethenyl)phenyl]-1<i>H</i>-pyrrole\nwith allenes was realized to synthesize pyrrolo[1,2-<i>a</i>]quinolones. The tandem process involves intermolecular cyclization\nand intramolecular direct arylation, leading to the formation three\nnew C–C bonds and two new rings. Notably, this transformation\nexhibits broad substrate scope and high functional group tolerance.

Publication Details

Journal
Figshare
Published
2024-10-09
DOI
https://doi.org/10.1021/acs.joc.4c00971.s001
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Palladium-Catalyzed\nCyclization and Direct Arylation\nof 1‑[2-(2,2-Dibromoethenyl)phenyl]‑1H‑pyrrole with Allenes

Figshare
Catalytic C–H Functionalization Methods
article

Palladium-Catalyzed\nCyclization and Direct Arylation\nof 1‑[2-(2,2-Dibromoethenyl)phenyl]‑1H‑pyrrole with Allenes

article en

Abstract

A novel\nand efficient palladium-catalyzed highly regioselective\nreaction of 1-[2-(2,2-dibromoethenyl)phenyl]-1<i>H</i>-pyrrole\nwith allenes was realized to synthesize pyrrolo[1,2-<i>a</i>]quinolones. The tandem process involves intermolecular cyclization\nand intramolecular direct arylation, leading to the formation three\nnew C–C bonds and two new rings. Notably, this transformation\nexhibits broad substrate scope and high functional group tolerance.

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Catalytic C–H Functionalization Methods
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Palladium-Catalyzed\nCyclization and Direct Arylation\nof 1‑[2-(2,2-Dibromoethenyl)phenyl]‑1<i>H</i>‑pyrrole with Allenes · Figshare (2024) | TGRS Research Map | TGRS