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Updated: May 20, 2025
![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Palladium-Catalyzed Dearomative Fluoroallylation of Pyrroles with gem-Difluorinated Cyclopropanes
Long Gu1, Feimeng Duan2, Jiafeng Ye2
1College of Materials and Energy, South China Agricultural University, 510642 Guangzhou, China.
Abstract:
We herein report the development of a novel Pd-catalyzed dearomative functionalization of pyrroles with gem-difluorinated cyclopropanes (gem-F2CPs). This dearomative/ring-opening strategy streamlines the diversity-oriented synthesis (DOS) of α-quaternary 2-fluoroallylic 2H-pyrroles with a broad scope and excellent functional group tolerance, which enables the efficient late-stage transformation of complex bioactive molecule-derived gem-F2CPs. Derivation of the resulting fluoroallylic 2H-pyrroles to different synthetically useful fluoroallylic 2H-pyrrole motifs demonstrated the synthetic value of this methodology.
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