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Synthesis of azo compounds


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Azo Coupling

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.