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Issue 80, 2016
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The functionalization of a cascade of C(sp2)–H/C(sp3)–H bonds: synthesis of fused dihydropyrazoles via visible-light photoredox catalysis

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Abstract

The functionalization of a cascade of C(sp2)–H/C(sp3)–H bonds in aldehyde hydrazones with simple 2,2-dibromo-1,3-dicarbonyls was achieved via visible-light photoredox catalysis. This method, which involves free radical addition, polar crossover and 6π electrocyclic reaction, provides an efficient approach for the synthesis of complex fused dihydropyrazoles and related derivatives with moderate to good yields and excellent regioselectivity under mild reaction conditions.

Graphical abstract: The functionalization of a cascade of C(sp2)–H/C(sp3)–H bonds: synthesis of fused dihydropyrazoles via visible-light photoredox catalysis

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Supplementary files

Article information


Submitted
03 Aug 2016
Accepted
26 Aug 2016
First published
26 Aug 2016

Chem. Commun., 2016,52, 11901-11904
Article type
Communication

The functionalization of a cascade of C(sp2)–H/C(sp3)–H bonds: synthesis of fused dihydropyrazoles via visible-light photoredox catalysis

J. Cheng, P. Xu, W. Li, Y. Cheng and C. Zhu, Chem. Commun., 2016, 52, 11901
DOI: 10.1039/C6CC06410H

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