Issue 8, 2017

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
10 Apr 2017
Accepted
12 May 2017
First published
15 May 2017

Org. Chem. Front., 2017,4, 1611-1614

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, 4, 1611 DOI: 10.1039/C7QO00276A

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