Journal
ACS CATALYSIS
Volume 11, Issue 8, Pages 4422-4429Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.1c00649
Keywords
hydroarylation; proton-coupled electron transfer; photocatalysis; visible light driven; cyclization
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Funding
- National Natural Science Foundation of China [22071211, 21502161]
- Science and Technology Planning Project of Hunan Province [2019RS2039]
- Hunan Provincial Natural Science Foundation of China [2020JJ3032]
- Scientific Research Fund of Education Department of Hunan Province [18C0089]
- Collaborative Innovation Center of New Chemical Technologies for Environmental Benignity and Efficient Resource Utilization
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A visible light-induced photocatalytic system was developed to enable intramolecular hydroarylation of N-arylacrylamides with high 5-exo-trig selectivity through proton-coupled electron transfer (PCET). This mild protocol provides a straightforward entry to structurally valuable oxindoles and complements previously established 6-endo-trig cyclization by photochemical triplet energy transfer (TET).
Hydroarylation of alkenes has been demonstrated to be an atom-economic approach to access functionalized arenes from easily accessible raw materials. Herein, we report a visible light-induced photocatalytic system that enables intramolecular hydroarylation of N-arylacrylamides with high 5-exo-trig selectivity through robust proton-coupled electron transfer (PCET). This mild hydroarylation protocol provides a straightforward entry to structurally valuable oxindoles and complements previously established 6-endo-trig cyclization by photochemical triplet energy transfer (TET).
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