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[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Visible Light-Promoted Radical Cascade Bicyclization to Access Partially Saturated Pyrrolo[2,3-b]Pyridines
Guangpeng Yan1, Chengyi Jiang1, Shangyu Mao1
1Green Pharmaceutical Technology Key Laboratory of Luzhou City, School of Pharmacy, Southwest Medical University, Luzhou, 646000, P. R. China.
Abstract:
A visible light-promoted cascade [2+2+1] bicyclization reaction of N-cyanamide alkenes and activated alkyl bromides has been successfully established. This reaction exhibits mild conditions, metal-free characteristics, and excellent atom- and step-economy, along with environmental friendliness. It demonstrates broad substrate tolerance and scalability to gram-scale synthesis, underscoring its potential for practical applications. Preliminary mechanistic studies suggest that the reaction proceeds through a photoinduced single-electron transfer (SET) process and a 1,5-hydrogen atom transfer (HAT) process mediated by an iminyl radical.
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