Photocatalytic Regioselective Redox-Neutral 1,3-Oxypyridylation of Aryl Cyclopropanes

Pyridines and cyclopropanes are important structural units in chemistry. Herein, we introduce a photoredox-catalyzed approach for the ring opening and 1,3-oxypyridylation of aryl cyclopropanes using 4-cyanopyridines and carboxylic acids. This sequential process involves single-electron oxidation of...

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Bibliographic Details
Published in:Organic letters 2024-09, Vol.26 (38), p.8063-8068
Main Authors: Li, Dong-Jie, Liu, Xia-Ling, Liao, You-Zhi, Zhao, Yi, Pan, Fei
Format: Article
Language:English
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Summary:Pyridines and cyclopropanes are important structural units in chemistry. Herein, we introduce a photoredox-catalyzed approach for the ring opening and 1,3-oxypyridylation of aryl cyclopropanes using 4-cyanopyridines and carboxylic acids. This sequential process involves single-electron oxidation of the aryl cyclopropane, leading to nucleophilic ring opening and radical pyridylation at the benzylic position. The redox-neutral reaction exhibits high regioselectivity under mild reaction conditions, offering a broad substrate scope and wide applicability.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.4c02918