首页|Photoinduced synthesis of functionalized oxetanes via diradical-mediated ring contraction

Photoinduced synthesis of functionalized oxetanes via diradical-mediated ring contraction

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A versatile photochemical ring contraction is reported for the synthesis of oxetanes under catalyst-free conditions. The reaction is enabled by the use of 2,5-dihydrofurans and diazo compounds under visible light irradiation, delivering functionalized 3-vinyloxetanes as major products. The outstanding features of this protocol include mild reaction conditions, operational simplicity and scalability, as well as excellent functional-group tolerance. DFT calculations indicate that the reaction may proceed through the formation of an oxonium ylide intermediate followed by a diradical-mediated rearrangement and cyclization.

Qi Dan、Bai Jinrui、Zhang Haoxiang、Li Bin、Song Zhuoheng、Ma Na、Guo Lin、Song Lijuan、Xia Wujiong

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Harbin Institute of Technology (Shenzhen)

2022

Green chemistry

Green chemistry

CCREI
ISSN:1463-9262
年,卷(期):2022.24(13)
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