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[(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Dehydrogenative Aromatization of Pyrrolidines through Photoredox/Cobaloxime Catalysis
Xiangxiang Wang1, Yufeng Wu1, Jiaran Ning1
1Engineering Research Center of Photoenergy Utilization for Pollution Control and Carbon Reduction, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan, Hubei430079, China.
Abstract:
Direct dehydrogenative aromatization of pyrrolidines represents an atom-economical strategy for pyrrole synthesis. Herein, we report a synergistic photoredox/cobaloxime catalytic strategy that exploits hydrogen atom transfer (HAT)-mediated radical generation to enable efficient dehydrogenative aromatization of pyrrolidines. Unlike conventional sequential single-electron transfer (SET) oxidation, the HAT-mediated process suppresses competing oxidative pathways, thereby substantially expanding the substrate scope. As a result, a broad range of pyrrolidines undergo efficient dehydrogenative aromatization with excellent chemoselectivity. Furthermore, the successful implementation of a recyclable mpg-CN photocatalyst demonstrates the practicality of this protocol.
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