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Direct synthesis of hydrazones by visible light mediated aerobic oxidative cleavage of the C[double bond, length as m-dash]C bond

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Abstract

A metal-free protocol through visible light mediated oxidative cleavage of C[double bond, length as m-dash]C bonds to directly construct C[double bond, length as m-dash]N bonds has been developed for the conversion of alkenes to hydrazones under mild conditions. The reaction involves a diazetidine intermediate that is generated by [2 + 2] annulation of alkenes with diazenes generated in situ by single-electron oxidation of arylhydrazines. The key features of this reaction include a broad substrate scope and readily available reagents.

Graphical abstract: Direct synthesis of hydrazones by visible light mediated aerobic oxidative cleavage of the C [[double bond, length as m-dash]] C bond

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Publication details

The article was received on 10 Apr 2017, accepted on 12 May 2017 and first published on 15 May 2017


Article type: Research Article
DOI: 10.1039/C7QO00276A
Citation: Org. Chem. Front., 2017, Advance Article
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    Direct synthesis of hydrazones by visible light mediated aerobic oxidative cleavage of the C[double bond, length as m-dash]C bond

    Y. Ding, H. Li, Y. Meng, T. Zhang, J. Li, Q. Chen and C. Zhu, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00276A

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