Categories: C-N Bond Formation >
Synthesis of azo compounds
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Recent Literature
A formal, photoredox-catalyzed, deformylative C-N bond
formation enables the synthesis of alkylaryldiazenes at room temperature. The procedure employs dihydropyridines for the generation of alkyl
radicals, which are then trapped by diazonium salts and reduced to the
corresponding diazenes without
tautomerization of the diazenes to the corresponding arylhydrazones.
R. A. Angnes, C. Potnis, S. Liang, C. R. D. Correia, G. B. Hammond, J. Org. Chem., 2020, 85,
4153-4164.
A Fe-catalyzed olefin hydroamination with aryldiazo sulfones provides a broad
range of alkylarylazo compounds, that are difficult to access. The reaction
offers mild reaction conditions.
Y. Zhang, C. Huang, X. Lin, Q. Hu, B. Hu, Y. Zhou, G. Zhu,
Org. Lett., 2019, 21, 2261-2264.
A Sc(OTf)3-catalyzed nitrogen-nitrogen bond cleavage process with
triazenes followed by transfer diazenylation transfers a diverse range of active
methylene substrates including simple ketones to aliphatic azo compounds that
are of significant potential as azo prodrugs in high yields under mild
conditions.
C. Liu, J. Lv, S. Luo, J.-P. Cheng, Org. Lett.,
2014,
16, 5458-5461.